Gold(III) (CΛN) complex-catalyzed synthesis of propargylamines via a three-component coupling reaction of aldehydes, amines and alkynes

被引：115

作者：

Lo, Vanessa Kar-Yan ^{[1
,2
,3
]}

Kung, Karen Ka-Yan ^{[1
]}

Wong, Man-Kin ^{[1
]}

Che, Chi-Ming ^{[2
,3
]}

机构：

[1] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China

[2] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China

[3] Univ Hong Kong, Open Lab Chem Biol, Inst Mol Technol Drug Discovery & Synth, Hong Kong, Hong Kong, Peoples R China

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2009年 / 694卷 / 04期

关键词：

Gold(III) catalyst; Three-component coupling reaction; Propargylamines; Prolinol derivatives; C-H ACTIVATION; HIGHLY ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; DIRECT ADDITION; GOLD CATALYSIS; ORGANOMETALLIC REAGENTS; DERIVATIVES; COPPER; SILVER;

D O I：

10.1016/j.jorganchem.2008.12.008

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Propargylamines are synthesized in high yields via a gold(III) ((CN)-N-Lambda) complex-catalyzed three-component coupling reaction of aldehydes, amines and alkynes in water at 40 degrees C. Excellent diastereoselectivities (up to 99: 1) have been achieved when chiral prolinol derivatives are employed as the amine component. Notably, the [Au((CN)-N-Lambda)Cl-2] complex ((NCH)-C-Lambda = 2-phenylpyridine) could be repeatedly used for 10 reaction cycles, leading to an overall turnover number of 812. (C) 2008 Elsevier B.V. All rights reserved.

引用

页码：583 / 591

页数：9

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