Development of a Modified Bouveault-Blanc Reduction for the Selective Synthesis of α,α-Dideuterio Alcohols

Development of a Modified Bouveault-Blanc Reduction for the Selective Synthesis of α,α-Dideuterio Alcohols
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改进的 Bouveault–Blanc 还原的开发

DOI:
10.1021/acs.joc.6b02950
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发表时间:
2017-01-20
影响因子:
3.6
通讯作者:
An, Jie
An, Jie
中科院分区:
化学2区
文献类型:
--
作者:
Han, Minhui;Ma, Xiaodong;An, Jie

文献摘要

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本文提出了一种改进的Bouveault Blanc还原法,用于由羧酸酯合成α,α-二氘代醇。在该电子转移反应中使用钠分散体作为电子供体,并且使用乙醇-d(1)作为氘源。该反应使用稳定的、廉价的和市售的试剂,操作简单,并且导致在宽范围的脂肪族酯中优异的氘掺入,这为由昂贵的自燃碱金属氘化物介导的反应提供了有吸引力的替代方案。
A modified Bouveault Blanc reduction has been developed for the synthesis of alpha,alpha-dideuterio alcohols from carboxylic acid esters. Sodium dispersions are used as the electron donor in this electron transfer reaction, and ethanol -d(1), is employed as the deuterium source. This reaction uses stable, a a cheap, and commercially available reagents, is operationally simple, and results in excellent deuterium incorporation across a broad range of aliphatic esters, which provides an attractive, alternative to reactions mediated by expensive pyrophoric alkali metal deuterides.