Gold (III)-catalyzed direct nucleophilic substitution of propargylic alcohols
Gold (III)-catalyzed direct nucleophilic substitution of propargylic alcohols
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DOI：
10.1016/j.tet.2008.12.051
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发表时间：
2009-02-28
期刊：
影响因子：
2.1
通讯作者：
Campagne, Jean-Marc
中科院分区：
文献类型：
--
作者：
Georgy, Marie;Boucard, Valerie;Campagne, Jean-Marc
金催化的炔丙醇与各种亲核试剂（烯丙基硅烷、富电子芳烃、醇）的亲核取代反应。硫醇、N，1，3-二羰基衍生物、磺酰胺）在非常温和的条件下（室温，在二氯甲烷中）进行描述。初步的机制研究表明，通过碳阳离子中间体的机制。还描述了烯丙醇和苄醇上的亲核取代。(C)2008爱思唯尔有限公司保留所有权利。
Gold-catalyzed nucleophilic substitution of propargylic alcohols with various nucleophiles (allylsilane, electron-rich aromatics, alcohols. thiols, hydrides, 1,3-dicarbonyl derivatives, sulfonamides) is described under very mild conditions (room temperature in dichloromethane). Preliminary mechanistic investigations suggest a mechanism through a carbocation intermediate. Nucleophilic substitutions on allylic and benzylic alcohols are also described. (C) 2008 Elsevier Ltd. All rights reserved.