The Catalytic Asymmetric Abramov Reaction

被引：60

作者：

Guin, Joyram ^{[1
]}

Wang, Qinggang ^{[1
]}

van Gemmeren, Manuel ^{[1
]}

List, Benjamin ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 01期

基金：

欧洲研究理事会;

关键词：

Abramov reaction; disulfonimides; hydrophosphonylations; organocatalysis; -hydroxy phosphonates; ALPHA-HYDROXY PHOSPHONATES; HIGHLY ENANTIOSELECTIVE HYDROPHOSPHONYLATION; MUKAIYAMA ALDOL ADDITION; ORGANOPHOSPHORUS COMPOUNDS; TRIARYLCARBENIUM IONS; PHOSPHORUS-COMPOUNDS; AL(SALALEN) COMPLEX; ORGANIC-SYNTHESIS; ACID-DERIVATIVES; H-PHOSPHONATES;

D O I：

10.1002/anie.201409411

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first catalytic enantioselective Abramov reaction is described. The process is based on the utilization of a chiral disulfonimide catalyst, which efficiently avoids the difficulties encountered with metal-based catalysts. Several functionalized -hydroxy phosphonates were synthesized in good yields and with excellent enantiomeric ratios of up to >99:1. The process was shown to be scalable and up to 1g of starting material could be employed under mild reaction conditions.

引用

页码：355 / 358

页数：4

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