高非对映选择性锌催化叔丁基亚磺酰亚胺的炔丙基化反应。
Highly diastereoselective zinc-catalyzed propargylation of tert-butanesulfinyl imines.
机构信息
Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Old Ridgebury Road/P.O. Box 368, Ridgefield, Connecticut 06877-0368, USA.
出版信息
Org Lett. 2010 Feb 19;12(4):748-51. doi: 10.1021/ol9028258.
A zinc-catalyzed diastereoselective propargylation of t-butanesulfinyl imines is presented. The methodology provided both aliphatic and aryl homopropargylic amines in up to 98:2 and 99.8:0.2 dr, respectively. The utility of the homopropargylic amines was demonstrated by the application to the synthesis of a cis-substituted pyrido-indole through a diastereoselective Pictet-Spengler cyclization.
本文报道了一种锌催化的对特丁基亚砜亚胺的非对映选择性炔丙基化反应。该方法分别为脂肪族和芳基同型炔丙基胺提供了高达 98:2 和 99.8:0.2 的 dr。通过立体选择性 Pictet-Spengler 环化反应，将同型炔丙基胺应用于合成顺式取代的吡啶并吲哚，证明了同型炔丙基胺的实用性。
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