Pictet-Spengler reaction of biogenic amines with (2R)-N-glyoxyloylbornane-10,2-sultam. Enantioselective synthesis of (S)-(+)-N-methylcalycotomine

被引:28
作者
Czarnocki, Z
Mieczkowski, JB
Kiegiel, J
Arazny, Z
机构
[1] Department of Chemistry, University of Warsaw, 02-093 Warsaw
关键词
D O I
10.1016/0957-4166(95)00380-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
(2R)-N-Glyoxyloylbornane-10,2-sultam reacted with dopamine hydrochloride, forming the Pictet-Spengler condensation product, which was further converted into (S)-(+)-N)-methylcalycotomine of high enantiomeric purity. The same kind of reaction with tryptamine hydrochloride gave the condensation product with 100% d.e.
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页码:2899 / 2902
页数:4
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