TOTAL SYNTHESIS OF (+/-)-DACTYLOL AND RELATED STUDIES

被引：42

作者：

FELDMAN, KS

WU, MJ

ROTELLA, DP

机构：

[1] Department of Chemistry, Pennsylvania State University, University Park

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1990年 / 112卷 / 23期

关键词：

D O I：

10.1021/ja00179a038

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The marine sesquiterpene (±)-dactylol was prepared from 2,5-dimethyl-7-(3-methyl-4-pentenyl)tropone in six steps. Salient features of the synthesis include; (1) a stereo-and regioselective intramolecular tropone-alkene [6π + 2π] photocyclization to furnish the dactylol carbocyclic skeleton, (2) a regioselective Baeyer-Villiger oxidation of a bisneopentyl ketone, and (3) a chemoselective 1,4-reduction of a cyclocta-1,3-diene moiety. © 1990, American Chemical Society. All rights reserved.

引用

页码：8490 / 8496

页数：7

共 20 条

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