SYNTHESIS OF (+)-FRAGOLIDE AND (-)-PERENIPORIN-B VIA VINYLSILANE TERMINATED CATIONIC CYCLIZATION

被引:37
作者
BURKE, SD [1 ]
SHANKARAN, K [1 ]
HELBER, MJ [1 ]
机构
[1] UNIV S CAROLINA,DEPT CHEM,COLUMBIA,SC 29208
关键词
VINYLSILANE-MEDIATED CATIONIC BICYCLIZATION; DRIMANE SESQUITERPENE SYNTHESIS, [3,3] AND [2,3] SIGMATROPIC REARRANGEMENTS; SULFUR-TO-CARBON STEREOGENICITY TRANSFER;
D O I
10.1016/S0040-4039(00)92273-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantioselective syntheses of (+)-fragolide and (-)-pereniporin B are detailed. Marino's lactone annulation method was employed to establish relative and absolute stereochemistry at carbon in the bicyclization substrate. Regio- and stereoselective oxidations of tricyclic drimane precursors are described.
引用
收藏
页码:4655 / 4658
页数:4
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