TOTAL SYNTHESIS OF OPTICALLY-ACTIVE MONOCROTALINE, A CARCINOGENIC PYRROLIZIDINE ALKALOID POSSESSING AN 11-MEMBERED RETRONECINE DILACTONE

被引:28
作者
NIWA, H
OGAWA, T
OKAMOTO, O
YAMADA, K
机构
[1] Department of Chemistry, Faculty of Science, Nagoya University, Chikusa, Nagoya
关键词
D O I
10.1016/S0040-4020(01)88350-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A total synthesis of the natural enantiomer of monocrotaline (1), a representative of carcinogenic pyrrolizidine alkaloids having an 11-membered retronecine dilactone was achieved through regioselective coupling of (+)-retronecine (3) and the optically active protected necic acid 8, the latter being prepared enantioselectively from the meso-diester 11.
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页码:10531 / 10548
页数:18
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