Effects of propargylic substitution and annelation on the cycloaromatization of a bicyclo[7.3.1] enediyne

被引:13
作者
Moss, DK [1 ]
Spence, JD [1 ]
Nantz, MH [1 ]
机构
[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA
关键词
D O I
10.1021/jo982231i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The cycloaromatization kinetics of two bicyclo[7.3.1] enediynes are presented. Silyl protection of a propargylic alcohol positioned on the enediyne core was found to moderate enediyne cycloaromatization. However, the presence of multiple fused ring systems exerts geometrical constraints that prevent cycloaromatization of the otherwise facile cyclization previously observed for the core system.
引用
收藏
页码:4339 / 4343
页数:5
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