Access to Chiral Dihydro-1,4-Benzoxazine-2-Carboxylates through NHC-Catalyzed Dynamic Kinetic Resolution

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-02-25 DOI:10.1021/acs.orglett.5c00119

Bin Liu, Qinqin Liu, Guanbin Wei, Zaihui Yang, Qing He, Rong-Hua Wang, Chao Yang, Tianyuan Zhang, Xiangkai Kong, Jiayu Huang, Weike Liao, Jianta Wang, Lei Tang

引用次数: 0

Abstract

A chiral carbene-catalyzed dynamic kinetic resolution for the facile synthesis of enantioenriched dihydro-1,4-benzoxazine-2-carboxylates is disclosed. The reaction conditions are mild, and a diversity of substituents are well-tolerated in this transformation. In addition, our methodology also provides an efficient strategy for building chiral chromane-2-carboxylate and 2,3-dihydro-1,4-benzodioxane-2-carboxylate. The optically pure products generated from this protocol can be easily derived as the key intermediates of chiral drugs and bioactive molecules.

Abstract Image

查看原文本刊更多论文

求助全文

约1分钟内获得全文求助全文

来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.