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Kinetic Resolution of α-Nitrolactones by Catalytic Asymmetric Hydrolysis or Ester–Amide Exchange Reaction
Synlett ( IF 1.7 ) Pub Date : 2020-10-08 , DOI: 10.1055/s-0040-1707303
Akira Sakakura 1 , Ryota Nakao 1 , Yudai Fujii 1 , Ichiro Hayakawa 2 , Haruki Mizoguchi 1
Affiliation  


Abstract

C 1-Symmetric chiral ammonium salt catalysts induced a kinetic resolution of racemic α-nitrolactones through an asymmetric ester–amide exchange reaction. The corresponding amides were obtained with high enantioselectivities and high S (= k fast/k slow) values. This reaction system is a useful approach for obtaining carbocyclic quaternary α-nitroamides as chiral building blocks.



Publication History

Received: 06 August 2020

Accepted after revision: 02 September 2020

Publication Date:
08 October 2020 (online)

© 2020. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany



中文翻译:

催化不对称水解或酯-酰胺交换反应动力学拆分α-硝基内酯


摘要

C 1-对称的手性铵盐催化剂通过不对称的酯-酰胺交换反应诱导了外消旋α-硝基内酯的动力学拆分。获得具有高对映选择性和高S(= k fast / k slow)值的相应酰胺。该反应体系是获得作为手性结构单元的碳环季α-硝基酰胺的有用方法。



出版历史

收到:2020年8月6日

修订后接受:2020年9月2日

发布日期:
2020年10月8日(在线)

©2020年。Thieme。版权所有

Georg Thieme Verlag
KGRüdigerstraße14,70469斯图加特,德国

更新日期:2020-10-11
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