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对映选择性一锅法三组分合成炔丙胺

Enantioselective one-pot three-component synthesis of propargylamines.

作者信息

Bisai Alakesh, Singh Vinod K

机构信息

Department of Chemistry, Indian Institute of Technology, Kanpur, India.

出版信息

Org Lett. 2006 May 25;8(11):2405-8. doi: 10.1021/ol060793f.

DOI:10.1021/ol060793f
PMID:16706537
Abstract

[reaction: see text] A copper(I) complex of i-Pr-pybox-diPh has been found to be an efficient catalyst for an enantioselective one-pot three-component synthesis of propargylamines from aldehydes, amines, and alkynes. The reaction has been applied to a wide variety of aromatic aldehydes with excellent yields (up to 99%) and enantiomeric excesses (up to 99% ee). A transition-state model has been proposed to explain the stereochemical outcome of the reaction.

摘要

[反应：见正文] 已发现i-Pr-pybox-diPh的铜（I）配合物是一种高效催化剂，可用于从醛、胺和炔烃对映选择性一锅法三组分合成炔丙胺。该反应已应用于多种芳香醛，产率优异（高达99%），对映体过量值（高达99% ee）。已提出一种过渡态模型来解释该反应的立体化学结果。

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