ENANTIOSELECTIVE SYNTHESIS OF (-)-TRICHODIENE

被引:37
作者
GILBERT, JC
SELLIAH, RD
机构
[1] Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin
关键词
D O I
10.1021/jo00075a020
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective synthesis of trichodiene 1 has been accomplished. The key bond between the vicinal quaternary centers is formed by way of an Ireland-Claisen rearrangement of the ketene silyl acetal 24. The rearrangement occurs with complete facial selectivity and excellent diastereoselectivity to give an advanced intermediate that is directly converted to ent-trichodiene, (-)-1.
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页码:6255 / 6265
页数:11
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