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.
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页码：8490 / 8496
页数：7
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