First diastereoselective synthesis of (-)-methyl thyrsiflorin A, (-)-methyl thyrsiflorin B acetate, and (-)-thyrsiflorin C

被引：15

作者：

Arnó, M ^{[1
]}

González, MA ^{[1
]}

Marín, ML ^{[1
]}

Zaragozá, RJ ^{[1
]}

机构：

[1] Univ Valencia, Dept Quim Organ, Fac Quim, E-46100 Valencia, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 03期

关键词：

D O I：

10.1021/jo991561f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient procedure for the synthesis of scopadulan diterpenes, using (+)-podocarp-8(14)-en-13 one 13 as starting material, is reported. This procedure has been used for the diastereoselective synthesis of(-)-methyl thyrsiflorin A (8), (-)-methyl thyrsiflorin B acetate (9), and (-)-thyrsiflorin C (7). Key steps in our strategy are the intramolecular cyclopropanation of diazoketone 19 and the regioselective cleavage of the cyclopropane ring.

引用

页码：840 / 846

页数：7

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