Construction of polyheterocyclic spirotetrahydrothiophene derivatives via sulfa-Michael/aldol cascade reaction

Construction of polyheterocyclic spirotetrahydrothiophene derivatives via sulfa-Michael/aldol cascade reaction
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通过磺胺-迈克尔/羟醛级联反应构建多杂环螺四氢噻吩衍生物

DOI:
10.1016/j.tetlet.2014.09.101
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发表时间:
2014-11-12
影响因子:
1.8
通讯作者:
Xie, Jian-Wu
Xie, Jian-Wu
中科院分区:
化学4区
文献类型:
--
作者:
Liang, Jian-Jun;Pan, Jin-Yun;Xie, Jian-Wu

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在温和的条件下,通过查尔酮1和1,4-二硫-2,5-二醇2无催化剂的磺化-Michael/Aldol级联反应,以中等到高的产率获得了一系列多杂环螺环四氢噻吩衍生物。我们还首次报道了查尔酮1和1,4-二硫-2,5-二醇2在手性相转移催化剂(PTCs)催化下的不对称磺化-Michael/Aldol级联反应,反应具有中等到良好的对映选择性。(C)2014爱思唯尔有限公司。保留所有权利。
A series of polyheterocyclic spirotetrahydrothiophene derivatives were obtained in moderate to excellent yields via a catalyst-free sulfa-Michael/aldol cascade reaction of chalcones 1 and commercially available 1,4-dithiane-2,5-diol 2 under mild conditions. We also present the first asymmetric sulfa-Michael/aldol cascade reaction of chalcones 1 and commercially available 1,4-dithiane-2,5-diol 2 with moderate to good enantioselectivities catalyzed by readily available chiral phase-transfer catalysts (PTCs). (C) 2014 Elsevier Ltd. All rights reserved.