ENANTIOSELECTIVE TOTAL SYNTHESIS OF NATURAL (+)-LUCIDULINE

被引:94
作者
OPPOLZER, W
PETRZILKA, M
机构
[1] Département de Chimie Organique, Université de Genève, Genève
关键词
D O I
10.1002/hlca.19780610802
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The naturally occurring Lycopodium alkaloid (+)‐luciduline (1) has been synthesized from (R)‐5‐methyl‐cyclohex‐2‐en‐1‐one (12) by a sequence of seven steps (s. Scheme 6) in 33% overall yield. The key step 4→6 presumably involves a transient nitrone 5 which undergoes a highly regioselective intramolecular addition to a non‐polarized olefinic bond. Copyright © 1978 Verlag GmbH & Co. KGaA, Weinheim
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页码:2755 / 2762
页数:8
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