Cascade Resulting in the Reductive Ethynylation of Aldehydes: Dissection of Its Components

被引：10

作者：

Lee, Dongjoo ^{[1
]}

Danishefsky, Samuel J. ^{[1
,2
]}

机构：

[1] Sloan Kettering Inst Can Res, Bioorgan Chem Lab, New York, NY 10065 USA

[2] Columbia Univ, Dept Chem, New York, NY 10027 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 12期

基金：

美国国家卫生研究院;

关键词：

PROPARGYLIC REDUCTION; REAGENTS; REARRANGEMENT; ALCOHOLS; ALLENES;

D O I：

10.1021/ja910825g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A mild and efficient two-carbon homologation of aldehydes exploiting multiple modes of KOt-Bu was developed. This process involves a sequential Peterson allenylation/allene-alkyne isomerization/protodesilylation in a single-flask operation. The differential roles played by the various elements of the process were demonstrated through dissection experiments.

引用

页码：4427 / 4430

页数：4

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