INTRAMOLECULAR ADDITIONS OF ALLYLSILANES TO CONJUGATED DIENONES - DIRECT STEREOSELECTIVE SYNTHESES OF (+/-)-NEOLEMNANYL ACETATE AND (+/-)-NEOLEMNANE

被引:30
作者
MAJETICH, G
LOWERY, D
KHETANI, V
SONG, JS
HULL, K
RINGOLD, C
机构
[1] Department of Chemistry, The University of Georgia, Athens
关键词
D O I
10.1021/jo00012a036
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of the marine sesquiterpenes neolemnanyl acetate (1) and neolemnane (2) is reported. An intramolecular allylsilane addition to a conjugated dienone is used to assemble the basic 6,8-fused skeleton. Functionalization of the cyclooctane ring was achieved by means of a regiospecific photooxygenation.
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页码:3988 / 4001
页数:14
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