SYNTHESIS OF (+)-8-DEOXYVERNOLEPIN

被引：13

作者：

HERNANDEZ, R

RODRIGUEZ, MS

VELAZQUEZ, SM

SUAREZ, E

机构：

[1] INST PROD NAT & AGROBIOL,CSIC,CARRETERA LA ESPERANZA 2,TENERIFE,SPAIN

[2] UNIV LA LAGUNA,DEPT QUIM ORGAN,LA LAGUNA,SPAIN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(00)60627-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short and efficient synthesis of (+)-8-deoxyvernolepin 2 from (-)-alpha-santonin, by functionalization of the angular methyl from a 6beta-alkoxy radical generated by reaction of the alcohol with diphenylselenium hydroxyacetate and 1,4-fragmentation of a gamma-hydroxylstannane using hypervalent organoiodine reagents as the key steps, is described. The most important structural features of this compound, the delta-valerolactone cis-fused to ring B moiety and the angular vinyl group, are introduced in the same step.

引用

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页码：4105 / 4108

页数：4

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