2 SYNTHESES OF MANOALIDE VIA HETEROATOM-ASSISTED ALKYNE CARBOMETALLATION

被引:43
作者
BURY, P
HAREAU, G
KOCIENSKI, P
DHANAK, D
机构
[1] UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO17 1BJ,HANTS,ENGLAND
[2] SMITHKLINE BEECHAM PHARMACEUT,FRYTHE,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND
关键词
D O I
10.1016/S0040-4020(01)85353-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two approaches to the sesterterpenoid phospholipase A(2) inhibitors seco-manoalide (3) and manoalide (1) are described based on carbometallation of propargylic alcohols to generate the functionalised C6-C7 trisubstituted alkene. Both syntheses also deploy the photooxidation of a furan in order to generate a 4-substituted-5-hydroxy-2(5H)-furanone moiety.
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页码:8793 / 8808
页数:16
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