{"title":"NHC-Catalyzed [3+3] Cycloaddition of 2-(acetoxymethyl)buta-2,3-dienoates with 1 C,3O-bisnucleophiles","authors":"Wei Cao, Kai Zhang, Chenxia Yu, Changsheng Yao","doi":"10.1002/ajoc.202400439","DOIUrl":null,"url":null,"abstract":"<p>Diverse transformations of allenoates catalyzed by Lewis bases have emerged as a powerful platform for generating new chemical entities in organic synthesis. Herein, an <i>N</i>-heterocyclic carbene (NHC) catalyzed [3+3] cyclization of 2-(acetoxymethyl)buta-2,3-dienoates with 1 C,3O-bisnucleophiles has been developed. This approach provides a facile method to synthesize highly functionalized 4<i>H</i>-pyran derivatives with a broad substrate scope (31 examples, up to 83 % yield).</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"13 12","pages":""},"PeriodicalIF":2.8000,"publicationDate":"2024-10-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/ajoc.202400439","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Diverse transformations of allenoates catalyzed by Lewis bases have emerged as a powerful platform for generating new chemical entities in organic synthesis. Herein, an N-heterocyclic carbene (NHC) catalyzed [3+3] cyclization of 2-(acetoxymethyl)buta-2,3-dienoates with 1 C,3O-bisnucleophiles has been developed. This approach provides a facile method to synthesize highly functionalized 4H-pyran derivatives with a broad substrate scope (31 examples, up to 83 % yield).
期刊介绍:
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.