SESQUITERPENE LACTONES - TOTAL SYNTHESIS OF (+/-)-VERNOLEPIN

被引:28
作者
ZUTTERMAN, F [1 ]
DEWILDE, H [1 ]
MIJNGHEER, R [1 ]
DECLERCQ, P [1 ]
VANDEWALLE, M [1 ]
机构
[1] STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
关键词
D O I
10.1016/S0040-4020(01)93755-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel synthesis of (± )-Vernolepin (1) is described. A suitably substituted cis-fused 2-oxa-3-decalone precursor (29) has been constructed starting from 2,5-cyclohexadiene carboxylic acid via an intramolecular cyclopropanation reaction (23 to 18). The route culminated in the synthesis of Grieco's lactone (53) which has previously been converted to (± )-vernolepin (1) and (± )-vernomenin (2). © 1979.
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页码:2389 / 2396
页数:8
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