异氰脲催化的烯酸盐不对称 (4+2)- 异环加成反应

IF 1.4 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Chemistry Letters Pub Date : 2024-08-24 DOI:10.1093/chemle/upae168

Mario Waser

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引用次数: 0

摘要

烯酸盐是一种多功能试剂，在（手性）路易斯碱催化下可用于多种（形式）环化反应。最常见的催化剂是膦、胺和 N-杂环碳烯。最近，我们已确定使用容易获得的手性异卤代脲类作为催化剂，用于异烯酸酯与各种乙烯基受体的不对称 (4+2)- 异环加成反应。这代表了一种异烯酸酯活化的补充方法，可以获得各种高度官能化的手性二氢吡喃，并具有良好至卓越的对映选择性和非对映选择性。

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Isochalcogenourea-Catalyzed Asymmetric (4+2)-Heterocycloadditions of Allenoates

Allenoates are versatile reagents that can be used for numerous (formal) cycloaddition reactions under (chiral) Lewis base catalysis. Most commonly, the catalysts of choice are phosphines, amines, and N-heterocyclic carbenes. We have recently established the use of readily available chiral isochalcogenoureas as catalysts for asymmetric (4+2)-heterocycloadditions of allenoates with various vinylogous acceptors. This represents a complementary approach for allenoate activation and gives access to various highly functionalized chiral dihydropyrans with good to excellent enantioselectivities and diastereoselectivities.

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来源期刊

Chemistry Letters 化学-化学综合

CiteScore

3.00

自引率

6.20%

发文量

260

审稿时长

1.2 months

期刊介绍： Chemistry Letters covers the following topics: -Organic Chemistry- Physical Chemistry- Inorganic Chemistry- Analytical Chemistry- Materials Chemistry- Polymer Chemistry- Supramolecular Chemistry- Organometallic Chemistry- Coordination Chemistry- Biomolecular Chemistry- Natural Products and Medicinal Chemistry- Electrochemistry