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

详细信息    查看全文

• 作者：Minhui Han ; Xiaodong Ma ; Shangchu Yao ; Yuxuan Ding ; Zihan Yan ; Adila Adijiang ; Yufei Wu ; Hengzhao Li ; Yuntong Zhang ; Peng Lei ; Yun Ling ; Jie An
• 刊名：Journal of Organic Chemistry
• 出版年：2017
• 出版时间：January 20, 2017
• 年：2017
• 卷：82
• 期：2
• 页码：1285-1290
• 全文大小：428K
• ISSN：1520-6904

文摘

A modified Bouveault–Blanc reduction has been developed for the synthesis of α,α-dideuterio alcohols from carboxylic acid esters. Sodium dispersions are used as the electron donor in this electron transfer reaction, and ethanol-d₁ is employed as the deuterium source. This reaction uses stable, 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.