The Journal of Organic Chemistry

Bicyclo [1.1. 1] pentanone. Synthesis, thermal chemistry, and photochemistry

MB Sponsler, DA Dougherty

文献索引：Sponsler, Michael B.; Dougherty, Dennis A. Journal of Organic Chemistry, 1984 , vol. 49, # 25 p. 4978 - 4984

全文：HTML全文

被引用次数: 10

摘要

Bicyclo [lll] pentanone (1) has been prepared in two steps, the key reaction being the ozonolysis of 2-phenylbicyclo [lll] pentan-2-01 (6). On heating, 1 undergoes cycloreversion to allylketene (13). The activation parameters and solvent effects for this process suggest that the reaction is concerted and that the transition state is relatively nonpolar. The predominant photochemical pathway for 1 is decarbonylation to bicyclobutane (16). ...