Catalytic carbon-sulfur bond formation by amphoteric vanadyl triflate: exploring with thia-Michael addition, thioacetalization, and transthioacetalization reactions

被引：34

作者：

Chen, Chien-Tien ^{[1
]}

Lin, Yow-Dzer ^{[1
]}

Liu, Cheng-Yuan ^{[1
]}

机构：

[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 11650, Taiwan

来源：

TETRAHEDRON | 2009年 / 65卷 / 50期

关键词：

C-S bond formation; Michael addition; Thioacetalization; Vanadyl triflate; ENANTIOSELECTIVE AEROBIC OXIDATION; NUCLEOPHILIC ACYL SUBSTITUTIONS; ASYMMETRIC CONJUGATE ADDITION; HIGHLY EFFICIENT CATALYST; RECYCLABLE CATALYST; CHEMOSELECTIVE THIOACETALIZATION; COPPER(II) TETRAFLUOROBORATE; WATER-TOLERANT; SOFT ACIDS; LEWIS-ACID;

D O I：

10.1016/j.tet.2009.10.012

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of thiols have been examined as protic nucleophiles for Michael-type additions to alpha,beta-unsaturated carbonyls as well as double nucleophilic condensations with aldehydes, ketones, and acetals catalyzed by amphoteric, water-tolerant vanadyl triflate under mild and neutral conditions. The newly developed C-S bond formation protocols were carried out smoothly in good to high yields in a highly chemoselective manner. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：10470 / 10476

页数：7

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