1, 2-Migrations in alkyl radicals

SN Lewis, JJ Miller, S Winstein

Index: Lewis,S.N. et al. Journal of Organic Chemistry, 1972 , vol. 37, p. 1478 - 1485

Full Text: HTML

Citation Number: 48

Abstract

The behavior of three 0-substituted alkyl radicals, geometrically and energetically capable of “bridging,” has been examined in enyironments conducive to their rearrangement. Although the 8-carbethoxyalkyl radical generated by the decarbonylation of@, p- dicarbethoxyvaleraldehyde produced only unrearranged products, compelling evidence is presented for the 42 migration of an acetoxy group during the free-radical initiated ...