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通过缺电子烯烃的区域选择性和立体选择性碘内酯化合成七元内酯。

Synthesis of seven-membered lactones by regioselective and stereoselective iodolactonization of electron-deficient olefins.

机构信息

Hubei Collaborative Innovation Center for Advanced Chemical Materials, Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, and College of Chemistry and Chemical Engineering, Hubei University, Wuhan, 430062, China.

School of Materials Science and Engineering, PCFM Lab, Sun Yat-sen University, Guangzhou 510275, China.

出版信息

Chem Commun (Camb). 2020 Jun 18;56(49):6680-6683. doi: 10.1039/c9cc10080f.

DOI:10.1039/c9cc10080f
PMID:32412017
Abstract

A regio- and stereoselective iodolactonization of internal electron-deficient olefinic acids has been reported, which provides a straightforward access to a series of multi-functionalized seven-membered lactones containing two consecutive chiral centers. The ester substituents on the olefins played a key role in achieving high regioselectivity. This result was proved through experiments and DFT calculations.

摘要

据报道,内部缺电子烯烃的区域和立体选择性碘化内酯化反应提供了一种直接合成一系列含有两个连续手性中心的多官能化七元内酯的方法。烯烃上的酯取代基在实现高区域选择性方面发挥了关键作用。这一结果通过实验和 DFT 计算得到了证明。

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