STUDIES ON THE SYNTHESIS OF SESQUITERPENE LACTONES .16. THE SYNTHESES OF 11-BETA,13-DIHYDROKAUNIOLIDE, ESTAFIATIN, ISODEHYDROCOSTUSLACTONE, 2-OXODESOXYLIGUSTRIN, ARBORESCIN, 1,10-EPIARBORESCIN, 11-BETA,13-DIHYDROLUDARTIN, 8-DEOXY-11-BETA,13-DIHYDRORUPICOLIN-B, 8-DEOXYRUPICOLIN-B, 3,4-EPILUDARTIN, LUDARTIN, KAUNIOLIDE, DEHYDROLEUCODIN, AND LEUCODIN

被引:35
作者
ANDO, M [1 ]
IBAYASHI, K [1 ]
MINAMI, N [1 ]
YOSHIMURA, H [1 ]
NAKAMURA, T [1 ]
ISOGAI, K [1 ]
机构
[1] TOHOKU UNIV,FAC SCI,DEPT CHEM,SENDAI,MIYAGI 980,JAPAN
来源
JOURNAL OF NATURAL PRODUCTS | 1994年 / 57卷 / 04期
关键词
D O I
10.1021/np50106a001
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
A total of eleven naturally occurring guaianolides, 11 beta,13-dihydrokauniolide, estafiatin, isodehydrocostuslactone, 2-oxodesoxyligustrin, arborescin, 11 beta,13-dihydroludattin, 8-deoxy-11 beta,13-dihydrorupicolin B, ludartin, kauniolide, dehydroleucodin, and leucodin, and three related compounds, 1,10-epiarborescin, 8-deoxyrupicolin B, and 3,4-epiludartin, were synthesized through a common cationic intermediate A, which was derived from (11S)-1 beta-(mesyloxy)eudesm-3-eno-12,6 alpha-lactone [2] by solvolytic rearrangement.
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页码:433 / 445
页数:13
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