A very rapid stereocontrolled entry to highly functionalized [5-8-5] ring systems using the Saegusa reaction

被引：29

作者：

Blake, AJ

Highton, AJ

Majid, TN

Simpkins, NS

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

[2] Rhone Poulenc Rorer Ltd, Dagenham RM10 7XS, Essex, England

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 11期

关键词：

D O I：

10.1021/ol9902834

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A highly functionalized dicyclopenta[a,d]cyclooctanone product, representing the basic [5-8-5] skeleton found in natural products such as the ophiobolins and fusicoccins, was prepared in only four synthetic steps from a readily available bridged ketone. The highly stereoselective sequence involves use of the Saegusa ring expansion protocol to effect initial ring expansion-cyclization and a subsequent radical cyclization using TolSO(2)SePh.

引用

页码：1787 / 1789

页数：3

共 17 条

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