DRASTIC RING TRANSFORMATION REACTIONS OF FUSED BICYCLIC RINGS TO BRIDGED BICYCLIC RINGS

被引:10
作者
YAMAMOTO, T [1 ]
EKI, T [1 ]
NAGUMO, S [1 ]
SUEMUNE, H [1 ]
SAKAI, K [1 ]
机构
[1] KYUSHU UNIV,FAC PHARMACEUT SCI,FUKUOKA 812,JAPAN
关键词
RING TRANSFORMATION; BRIDGED BICYCLIC RING; BORON TRIFLUORIDE ETHERATE; ALDOL CONDENSATION; GROB FRAGMENTATION;
D O I
10.1016/S0040-4020(01)81224-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By treatment with BF3-etherate/ethylene glycol, cyclohexanone with a carbonyl function at the 2'- (or 3'-) position of gamma-side chain underwent novel ring transformation to afford five- (or six-) membered rings, and the fused bicyclic rings (bicyclo[3.3.0]octanone skeleton) were readily converted to bridged bicyclic rings (bicyclo[3.2.1]octene derivative).
引用
收藏
页码:4517 / 4524
页数:8
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