The Journal of Organic Chemistry

Cyclizations of. omega.-allenyl radicals

M Apparu, JK Crandall

Index: Apparu, Marcel; Crandall, Jack K. Journal of Organic Chemistry, 1984 , vol. 49, # 12 p. 2125 - 2130

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Citation Number: 44

Abstract

Allenyl halides of structure (CH3) 2C= C= CH (CH2), X with n= 3-6 have been prepared and reacted with n-Bu3SnH to generate the corresponding radicals for examination of the cyclization reactions of these reactive intermediates. The observed hydrocarbon products indicate that cyclization occurs for the n= 3, 4, and 5 radicals but not for the n= 6 species. The n= 3 radical isomerizes very efficiently by intramolecular addition to the sp carbon of ...

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