On the choice of Lewis acids for the Prins reaction; two total syntheses of (±)-Civet
On the choice of Lewis acids for the Prins reaction; two total syntheses of (±)-Civet
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DOI：
10.1016/j.tet.2011.05.019
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发表时间：
2011-07-08
期刊：
影响因子：
2.1
通讯作者：
Dobbs, Adrian P.
中科院分区：
文献类型：
--
作者：
Chio, Freda K.;Warne, Julie;Dobbs, Adrian P.
在开发普林斯环化反应的新变体的同时，研究了刘易斯酸的选择对反应结果和产物的影响，在同丙烯醇的普林斯环化反应中产生了迄今为止未见的二氢吡喃产物，以及该反应的两种新的修饰：三酸盐捕获的普林斯加合物和mukaiyama - aldoll -silyl-普林斯反应。其中两种方法被用于重要香料化合物(+/-)-果子狸的两种互补全合成。(C) 2011 Elsevier Ltd.版权所有。
While developing new variations of the Prins cyclisation reaction, the effect of the choice of Lewis acid on the outcome of the reaction and the product(s) has been investigated, yielding hitherto unseen dihydropyran products in the Prins cyclisation reaction of homoallylic alcohols, and two new modifications of the reaction: the triflate-trapped Prins adduct and the Mukaiyama-Aldol-silyl-Prins reaction. Two of these methods are employed in two complementary total syntheses of the important perfumery compound, (+/-)-Civet. (C) 2011 Elsevier Ltd. All rights reserved.