BICYCLO[3.3.1]NONANE APPROACH TO TRIQUINANES - FORMAL SYNTHESIS OF (+/-)-DELTA-9(12)CAPNELLENE AND (+/-)-DELTA-9(12)CAPNELLENE-8-BETA-10-ALPHA-DIOL

被引:11
作者
GAMBACORTA, A
FABRIZI, G
BOVICELLI, P
机构
[1] Centro CNR, Studio per la Chimica delle Sostanze Organiche Naturali. Dipartimento di Chimica, Università La Sapienza
关键词
D O I
10.1016/S0040-4020(01)80453-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new synthetic strategy for natural triquinanes is presented as a model study. Stereospecific rearrangement of the ready accessible bicyclo[3.3.1] nonanic acetoxychloride 6 gave the cis-pentalanic hydroxyaldehyde 5, which has been converted into the ketone 4 already reported as a key intermediate in some syntheses of the title capnellenes.
引用
收藏
页码:4459 / 4464
页数:6
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