Enantioselective thiourea-catalyzed acyl-Mannich reactions of isoquinolines
Enantioselective thiourea-catalyzed acyl-Mannich reactions of isoquinolines
复制标题
DOI：
10.1002/anie.200502277
复制
发表时间：
2005-01-01
影响因子：
16.6
通讯作者：
Jacobsen, EN
中科院分区：
文献类型：
--
作者：
Taylor, MS;Tokunaga, N;Jacobsen, EN
备注：尽管Shibasaki及其同事开发了铝催化的氮杂环的对映选择性酰基氰化，但手性助剂通常需要用于碳亲核试剂对映选择性加成至含氮杂芳族化合物。本方法为合成对映体富集的1-取代二氢异喹啉和四氢异喹啉提供了一种新的有机催化策略。作者先前已经报道了经由酰基亚胺离子的对映选择性酰基-Pictet-Spengler反应（Jacobsen等人，J.
Comment: Despite the aluminium-catalyzed enantioselective acylcyanation of nitrogen heterocycles developed by Shibasaki and co-workers, chiral auxiliaries are typically required for enantioselective additions of carbon nucleophiles to nitrogen-containing heteroaromatic compounds. The present method offers a new organocatalytic strategy for the formation of enantioenriched 1-substituted dihydroisoquinolines and tetrahydroisoquinolines. The authors have previously reported an enantioselective acyl-Pictet–Spengler reaction via acyl iminium ions (Jacobsen et al. J.