An enantioselective synthesis of the Strychnos alkaloid (-)-tubifoline

被引:23
作者
Amat, M
Coll, MD
Passarella, D
Bosch, J
机构
[1] Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona
关键词
D O I
10.1016/0957-4166(96)00359-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
An enantioselective synthesis of the Strychnos alkaloid (-)-tubifoline, involving the kinetic resolution of racemic 1-(3-pyridyl)ethanol, the orthoester Claisen rearrangement of the enantiopure allylic alcohol 5, Smith indolization of the resulting 4-piperidineacetate 6, photocyclization of chloroacetamide 9, and final transannular cyclization, is reported. Copyright (C) 1996 Elsevier Science Ltd
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页码:2775 / 2778
页数:4
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