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Front Cover: First Total Synthesis of Inaoside A (Asian J. Org. Chem. 12/2024)
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2024-12-13 DOI: 10.1002/ajoc.202481201
Tomoya Takao, Atsushi Kawamura, Hidefumi Makabe
{"title":"Front Cover: First Total Synthesis of Inaoside A (Asian J. Org. Chem. 12/2024)","authors":"Tomoya Takao,&nbsp;Atsushi Kawamura,&nbsp;Hidefumi Makabe","doi":"10.1002/ajoc.202481201","DOIUrl":"https://doi.org/10.1002/ajoc.202481201","url":null,"abstract":"<p>In article number e202400547, Tomoya Takao, Atsushi Kawamura, and Hidefumi Makabe accomplished the first total synthesis of inaoside A, isolated from the edible mushroom <i>Laetiporus cremeiporus</i>, using α-selective Schmidt glycosylation of the easily prepared 2,3,5-tri-TBS-protected ribofuranosyl trichloroacetimidate as a key step. In this cover picture, the creatures of <i>L. cremeiours</i> are trying to build inaoside by guiding the aglycon to the α-face of the ribose derivative.\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure>\u0000 </p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 12","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-12-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202481201","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142861224","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
TEMPO‐Mediated Cross‐Dehydrogenative Coupling for the Synthesis of Bis(indolyl)methanes TEMPO 介导的交叉脱氢偶联合成双(吲哚基)甲烷
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2024-11-18 DOI: 10.1002/ajoc.202400484
You-Qiang Guo, Long Liang, Zhen-Yu Wang, Xiang Wu, You-Gui Li
{"title":"TEMPO‐Mediated Cross‐Dehydrogenative Coupling for the Synthesis of Bis(indolyl)methanes","authors":"You-Qiang Guo, Long Liang, Zhen-Yu Wang, Xiang Wu, You-Gui Li","doi":"10.1002/ajoc.202400484","DOIUrl":"https://doi.org/10.1002/ajoc.202400484","url":null,"abstract":"A TEMPO‐oxidized method has been developed for the synthesis of bis(indolyl)‐methane derivatives by the cross‐dehydrogenative coupling between C(sp3)–H of para‐cresol derivatives and C(sp2)‐H of indoles in moderate yields under aqueous conditions. This approach has significant advantages in avoiding prefunctionalization, using water as the solvent and tolerating various functional groups.","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"17 1","pages":""},"PeriodicalIF":2.7,"publicationDate":"2024-11-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142665592","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Cover Feature: Diastereoselective Synthesis of Meso-1,2-Diarylethane-1,2-Diamines Via Sodium Reduction of Imidazolines (Asian J. Org. Chem. 11/2024) 封面专题：通过钠还原咪唑啉非对映选择性合成中-1,2-二叔丁烷-1,2-二胺（亚洲有机化学杂志 11/2024）
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2024-11-16 DOI: 10.1002/ajoc.202481102
Daniil R. Bazanov, Natalia A. Lozinskaya
{"title":"Cover Feature: Diastereoselective Synthesis of Meso-1,2-Diarylethane-1,2-Diamines Via Sodium Reduction of Imidazolines (Asian J. Org. Chem. 11/2024)","authors":"Daniil R. Bazanov,&nbsp;Natalia A. Lozinskaya","doi":"10.1002/ajoc.202481102","DOIUrl":"https://doi.org/10.1002/ajoc.202481102","url":null,"abstract":"<p>The cover design illustrates a novel stereoselective approach to the synthesis of 1,2-diarylethane-1,2-diamines. The method proposed in this article utilizes widely available aromatic aldehydes and ammonia as starting substances. The stereoselectivity of the formation of cis-2,4,5-triarylimidazoline is due to Woodward–Hoffmann rules in the electrocyclic reactions. In article number e202400305 by Daniil R. Bazanov and Natalia A. Lozinskaya, the possibility of reduction of the amidine fragment of imidazoline with metallic sodium in tert-butyl alcohol was shown. This method allows to obtain alkyl- and alkoxyphenyl derivatives of meso-1,2-diarylethane-1,2-diamines in high yields. The ability to scale up the method to muttigram quantities is shown. A possible side reaction of the reduction to dibenzylamine derivatives is also shown on the cover design.\u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure>\u0000 </p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 11","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-11-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202481102","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142665036","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Front Cover: Pd-Monothiosquaramides: Efficient Catalysts for the Enantioselective Imine Reduction of Dihydro-β-Carbolines (Asian J. Org. Chem. 11/2024) 封面：Pd-Monothiosquaramides：Pd-Monothiosquaramides: Efficient Catalysts for the Enantioselective Imine Reduction of Dihydro-β-Carbolines (Asian J. Org. Chem. 11/2024)
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2024-11-16 DOI: 10.1002/ajoc.202481101
Francisco A. A. Reis, Dr. Manda Sathish, Jorge Villaseñor, Dr. Fabiane M. Nachtigall, Dr. Leonardo S. Santos
{"title":"Front Cover: Pd-Monothiosquaramides: Efficient Catalysts for the Enantioselective Imine Reduction of Dihydro-β-Carbolines (Asian J. Org. Chem. 11/2024)","authors":"Francisco A. A. Reis,&nbsp;Dr. Manda Sathish,&nbsp;Jorge Villaseñor,&nbsp;Dr. Fabiane M. Nachtigall,&nbsp;Dr. Leonardo S. Santos","doi":"10.1002/ajoc.202481101","DOIUrl":"https://doi.org/10.1002/ajoc.202481101","url":null,"abstract":"<p>An efficient enantioselective synthesis of tetrahydro-β-carbolines using in situ generated chiral Pd-monothiosquaramides (Pd-MTSQs) was attempted. The Pd-MTSQs catalyzed imine reduction of dihydro-β-carbolines and produced chiral THBCs with excellent selectivity (up to 98% ee). Chiral alkyl-THBC isomers were observed with R configuration and S configuration perceived for chiral Aryl-THBCs. More details can be found in article number e202400245 by Nachtigall, Leonardo S. Santos, and co-workers.<figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure>\u0000 </p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 11","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-11-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202481101","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142665021","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Microwave-Assisted Synthetic Pathways of Pyrrole: A Comprehensive Review
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2024-11-14 DOI: 10.1002/ajoc.202400401
Ritika Yadav, Mohit Sanduja, Vinod Kumar, Kirti Sharma, Sameer Khan, Kapil Kumar
{"title":"Microwave-Assisted Synthetic Pathways of Pyrrole: A Comprehensive Review","authors":"Ritika Yadav,&nbsp;Mohit Sanduja,&nbsp;Vinod Kumar,&nbsp;Kirti Sharma,&nbsp;Sameer Khan,&nbsp;Kapil Kumar","doi":"10.1002/ajoc.202400401","DOIUrl":"https://doi.org/10.1002/ajoc.202400401","url":null,"abstract":"<p>Microwave synthesis is a sustainable and eco-friendly method for producing novel organic compounds, offering faster reactions, higher yields, and improved purity compared to traditional techniques. Efficiency is increased by the uniform heating caused by microwave radiation, especially for the synthesis of heterocyclic compound and their derivatives. Owing to have important biological and therapeutic qualities, a number of microwave-assisted synthetic methods of pyrroles have been developed that produce better results than the conventional reported method. In view of this, the present review emphasizes solvent-free and catalyst-free methods for the microwave-assisted synthesis of pyrrole and its fusion with other heterocycles such as furan, pyridine, beta-lactam, and indole. A comparison between traditional and microwave-assisted techniques is given in terms of reagents, covering yield, waste minimization, solvents, and catalysts.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 12","pages":""},"PeriodicalIF":2.8,"publicationDate":"2024-11-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142861165","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Multi‐Dentate Phosphine Ligand Derived from Cyclotetrasiloxane and Its Application in Palladium‐Catalyzed Alkoxycarbonylation of Alkenes 环四硅氧烷衍生的多齿膦配体及其在钯催化烯烃烷氧基羰基化中的应用
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2024-11-01 DOI: 10.1002/ajoc.202400261
Mengli Liu , Fei Xue , Chuanzhi Xu , Fang Wang , Bo Zeng , Zhen Li , Chungu Xia
{"title":"Multi‐Dentate Phosphine Ligand Derived from Cyclotetrasiloxane and Its Application in Palladium‐Catalyzed Alkoxycarbonylation of Alkenes","authors":"Mengli Liu ,&nbsp;Fei Xue ,&nbsp;Chuanzhi Xu ,&nbsp;Fang Wang ,&nbsp;Bo Zeng ,&nbsp;Zhen Li ,&nbsp;Chungu Xia","doi":"10.1002/ajoc.202400261","DOIUrl":"10.1002/ajoc.202400261","url":null,"abstract":"<div><div>The development of phosphine ligands continues to be essential for palladium‐catalyzed homogeneous carbonylation reactions, particularly in achieving high regioselectivity. In this study, a cyclosiloxane‐based multi‐dentate phosphine ligand, L1 (V4‐4Ph<sub>2</sub>P), characterized by its high thermal stability and oxidation resistance, was synthesized through the radical addition of secondary phosphines to the double bonds of tetravinyltetramethylcyclotetrasiloxane. L1 was then used in the Pd‐catalyzed alkoxycarbonylation of a variety of olefins, including terminal and internal alkenes, cyclic alkenes, aromatic terminal alkenes as well as tetra‐, tri‐ and 1,1‐disubstituted alkenes to afford the desired esters with moderate to good yields. As elucidated via DFT calculations and in situ IR spectroscopy, the optimum spatial chelation modes and high stability of Pd−H active species were responsible for the enhancement of catalytic efficiency.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 11","pages":"Article e202400261"},"PeriodicalIF":2.8,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141739995","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of Pyrrolidine‐fused β‐lactams as Potential β‐lactamase Inhibitors 合成吡咯烷融合的β-内酰胺作为潜在的β-内酰胺酶抑制剂
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2024-11-01 DOI: 10.1002/ajoc.202400364
Dr. Sari Deketelaere , Dr. Carlos Díez‐Poza , Margot Aelbrecht , Jonas Mortier , Bram Van Den Bossche , Dr. Jorick Franceus , Prof. Dr. Tom Desmet , Prof. Dr. Kristof Van Hecke , Prof. Dr. Christian V. Stevens , Prof. Dr. Matthias D'hooghe
{"title":"Synthesis of Pyrrolidine‐fused β‐lactams as Potential β‐lactamase Inhibitors","authors":"Dr. Sari Deketelaere ,&nbsp;Dr. Carlos Díez‐Poza ,&nbsp;Margot Aelbrecht ,&nbsp;Jonas Mortier ,&nbsp;Bram Van Den Bossche ,&nbsp;Dr. Jorick Franceus ,&nbsp;Prof. Dr. Tom Desmet ,&nbsp;Prof. Dr. Kristof Van Hecke ,&nbsp;Prof. Dr. Christian V. Stevens ,&nbsp;Prof. Dr. Matthias D'hooghe","doi":"10.1002/ajoc.202400364","DOIUrl":"10.1002/ajoc.202400364","url":null,"abstract":"<div><div>A synthetic protocol for the preparation of novel 3,4‐pyrrolidine‐fused β‐lactams was developed. The proposed 2,6‐diazabicyclo[3.2.0]heptan‐7‐one scaffolds were constructed through an amido group‐induced, potassium <em>tert</em>‐butoxide‐promoted intramolecular ring closure of 3‐acylamino‐4‐oxiranyl‐β‐lactams as the key reaction step. Alternatively, the desired cyclization was also effected by means of a scandium triflate‐mediated catalytic approach. In this way, a set of stereodefined 3,4‐pyrrolidine‐fused β‐lactams was synthesized, which were preliminary evaluated as β‐lactamase inhibitors. These first‐line biological assessments led to the identification of a 2‐benzoyl‐6‐(4‐methoxyphenyl)‐substituted diazabicyclo structure as an eligible starting point for further β‐lactamase inhibitor optimization studies.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 11","pages":"Article e202400364"},"PeriodicalIF":2.8,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142217018","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Trifluoromethylation Strategies of Alcohols and Phenols 醇和酚的三氟甲基化策略
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2024-11-01 DOI: 10.1002/ajoc.202400179
Ravi Pratap Singh , Tanay Ghoshal , Vivek Mishra
{"title":"Trifluoromethylation Strategies of Alcohols and Phenols","authors":"Ravi Pratap Singh ,&nbsp;Tanay Ghoshal ,&nbsp;Vivek Mishra","doi":"10.1002/ajoc.202400179","DOIUrl":"10.1002/ajoc.202400179","url":null,"abstract":"<div><div>In this review, we present a comprehensive update on the latest trifluoromethylation protocols for alcohols, highlighting the significant advancements and innovative strategies in this rapidly evolving field. Given the prevalence of hydroxyl groups in pharmaceutical compounds, there is a heightened interest in synthesizing functionalized organic molecules through the −CF<sub>3</sub> functionalization of parent alcohols. Recent developments have introduced intriguing methods such as <em>O</em>‐trifluoromethylation, dehydroxylative trifluoromethoxylation, deoxytrifluoromethylation, and oxytrifluoromethylation of readily available alcohols. These protocols enable the efficient single‐step construction of diverse structures featuring C−CF<sub>3</sub> and C−OCF<sub>3</sub> bonds. This review aims to encapsulate the significant progress, structural diversity, and mechanistic insights of these transformative reactions, emphasizing their substrate scope and the underlying reaction pathways that drive these advancements.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 11","pages":"Article e202400179"},"PeriodicalIF":2.8,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141646381","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Novel Abietane Type Sugar Triazole Hybrids and Amides against SARS‐CoV‐2 Spike Glycoprotein and Influenza A Virus 抗 SARS-CoV-2 穗状糖蛋白和甲型流感病毒的新型阿比坦类糖三唑混合物和酰胺类化合物
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2024-11-01 DOI: 10.1002/ajoc.202400227
Dr. Elena Tretyakova , Dr. Liwen Hua , Anna Smirnova , Prof. Dr. Oxana Kazakova , Prof. Dr. Vladimir Zarubaev , Dr. Hongwei Jin , Dr. Huan Xu , Prof. Dr. Sulong Xiao
{"title":"Novel Abietane Type Sugar Triazole Hybrids and Amides against SARS‐CoV‐2 Spike Glycoprotein and Influenza A Virus","authors":"Dr. Elena Tretyakova ,&nbsp;Dr. Liwen Hua ,&nbsp;Anna Smirnova ,&nbsp;Prof. Dr. Oxana Kazakova ,&nbsp;Prof. Dr. Vladimir Zarubaev ,&nbsp;Dr. Hongwei Jin ,&nbsp;Dr. Huan Xu ,&nbsp;Prof. Dr. Sulong Xiao","doi":"10.1002/ajoc.202400227","DOIUrl":"10.1002/ajoc.202400227","url":null,"abstract":"<div><div>Abietane type diterpenic (dehydroabietic, 2,3‐dihydroquinopimaric and maleopimaric) acids were converted by the acid chloride method into a series of aliphatic and heterocyclic amine spacered conjugates. A number of structurally novel derivatives holding 1,2,3‐triazole moieties were designed and synthesized by treating of the propargylated amides and esters with a sugar azides using the Cu(I)‐catalyzed click chemistry approach. The synthesized <em>N</em>‐containing diterpene derivatives were tested for their potential inhibition of influenza A/PuertoRico/8/34 (H1N1) virus in MDCK cell culture and SARS‐CoV‐2 pseudovirus in BHK‐21‐hACE2 cells. Among tested forty‐five compounds ten derivatives were the most efficacious against influenza virus A with IC<sub>50</sub> 0.7–63.4 μM together with high selectivity index SI value from 11 from 94. Dihydroquinopimaric acid <em>N</em>‐ethylpiperazine‐amide and dehydroabietic acid 1,2,3‐triazoles spacered with glucose and lactose showed anti‐SARS‐CoV‐2 pseudovirus activity with EC<sub>50</sub> values of 1.79–25.46 μM. Molecular docking and dynamics modeling investigated the binding mode of the lead compounds into the binding pocket of influenza A virus M2 protein and the RBD domain of SARS‐CoV‐2 spike glycoprotein.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 11","pages":"Article e202400227"},"PeriodicalIF":2.8,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142227007","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Construction of Dihydropyrano[2,3‐c]pyrazolone via Photo‐induced Wolff Rearrangement/Chiral Isothiourea Catalyzed [4+2] Cyclization Reaction 通过光诱导沃尔夫重排/手性异硫脲催化[4+2]环化反应构建二氢吡喃并[2,3-c]吡唑酮
IF 2.8 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2024-11-01 DOI: 10.1002/ajoc.202400387
Zhou Zhang , Siyu Shi , Hai Guo , Zhiqiang Shen , Xia Liu , Jinqi Huang , Wenjin Yan
{"title":"Construction of Dihydropyrano[2,3‐c]pyrazolone via Photo‐induced Wolff Rearrangement/Chiral Isothiourea Catalyzed [4+2] Cyclization Reaction","authors":"Zhou Zhang ,&nbsp;Siyu Shi ,&nbsp;Hai Guo ,&nbsp;Zhiqiang Shen ,&nbsp;Xia Liu ,&nbsp;Jinqi Huang ,&nbsp;Wenjin Yan","doi":"10.1002/ajoc.202400387","DOIUrl":"10.1002/ajoc.202400387","url":null,"abstract":"<div><div>A photoinduced Wolff rearrangement/chiral isothiourea catalyzed [4+2] cycloaddition reaction of pyrazolone derivatives and <em>α</em>‐diazoketones was developed, affording the corresponding dihydropyrano[2,3‐<em>c</em>]pyrazolone derivatives in moderate to good yields (50–94 %) with satisfactory to excellent diastereoselectivities (&gt;20 : 1 dr, in almost all cases) and enantioselectivities of 31–99 %. This protocol features readily available substrates, mild reaction conditions, and effective construction of vicinal tertiary and quaternary carbon stereocenters.</div></div>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 11","pages":"Article e202400387"},"PeriodicalIF":2.8,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142216921","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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