An efficient approach to the stereoselective synthesis of 2,6-disubstituted dihydropyrans via stannyl-Prins cyclization

An efficient approach to the stereoselective synthesis of 2,6-disubstituted dihydropyrans via stannyl-Prins cyclization
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DOI:
10.1016/j.tetlet.2007.11.128
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发表时间:
2008-01-21
影响因子:
1.8
通讯作者:
Furman, Bartlomiej
Furman, Bartlomiej
中科院分区:
化学4区
文献类型:
--
作者:
Dziedzic, Magdalena;Furman, Bartlomiej

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基于刘易斯酸催化的氧代碳正离子与乙烯基锡烷的分子内反应,发展了一种立体选择性合成2,6-二取代二氢吡喃的通用方法。将该方法应用于(-)-着丝粒草碱的对映选择性全合成。(c)2007爱思唯尔有限公司保留所有权利。
A general method has been developed for the stereoselective construction of 2,6-disubstituted dihydropyrans based on the Lewis acid-catalyzed intramolecular reactions of oxocarbenium ions with vinylstannanes. This novel methodology was applied to the enantioselective total synthesis of (-)-centrolobine. (c) 2007 Elsevier Ltd. All rights reserved.