N-杂环卡宾催化的不对称水合反应：直接合成α-手性和α-氘代、α-氯代和α-氟代羧酸。
N-Heterocyclic carbene catalyzed asymmetric hydration: direct synthesis of alpha-protio and alpha-deuterio alpha-chloro and alpha-fluoro carboxylic acids.
机构信息
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
出版信息
J Am Chem Soc. 2010 Mar 10;132(9):2860-1. doi: 10.1021/ja910281s.
Abstract
Asymmetric hydration of alpha,alpha-dichloro aldehydes and alpha-halo enals via a NHC-catalyzed redox process to yield enantioenriched alpha-chloro and alpha-fluoro carboxylic acids is described herein. The developed reaction allows for installation of an alpha-deuterium to give rise to enantioenriched alpha-deutero alpha-halo acids using D(2)O as the deuteron source.
摘要
本文描述了通过 NHC 催化的氧化还原过程对α,α-二氯醛和α-卤代烯醛进行不对称水合，以生成对映体富集的α-氯代和α-氟代羧酸。所开发的反应允许在α-位置引入氘，从而使用 D(2)O 作为氘源生成对映体富集的α-氘代α-卤代酸。
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