一种用于 γ-内酯合成的串联反转/酶动态动力学拆分策略。
A Sequential Umpolung/Enzymatic Dynamic Kinetic Resolution Strategy for the Synthesis of γ-Lactones.
机构信息
Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Northwestern University, Silverman Hall, Evanston, Illinois, 60208, USA.
出版信息
Chemistry. 2020 May 7;26(26):5794-5798. doi: 10.1002/chem.202000747. Epub 2020 Apr 24.
Abstract
Combining biological and small-molecule catalysts under a chemoenzymatic manifold presents a series of significant advantages to the synthetic community. We report herein the successful development of a two-step/single flask synthesis of γ-lactones through the merger of Umpolung catalysis with a ketoreductase-catalyzed dynamic kinetic resolution, reduction, and cyclization. This combined approach delivers highly enantio- and diastereoenriched heterocycles and demonstrates the feasibility of integrating NHC catalysis with enzymatic processes.
摘要
将生物催化剂和小分子催化剂结合在一个化学酶学环境下，为合成界带来了一系列显著的优势。我们在此报告了通过 Umpolung 催化与酮还原酶催化的动态动力学拆分、还原和环化的合并，成功开发出两步/单瓶合成γ-内酯的方法。这种组合方法提供了高度对映选择性和非对映选择性丰富的杂环，并证明了 NHC 催化与酶过程相结合的可行性。
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