The Journal of Organic Chemistry

Semipinacol rearrangements involving trifluoromethylphenyl groups

FE Blanco, FL Harris

Index: Blanco,F.E.; Harris,F.L. Journal of Organic Chemistry, 1977 , vol. 42, # 5 p. 868 - 871

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Citation Number: 3

Abstract

Discussion The migration ratios (phenyl= 1.0) observed for the trifluoromethylphenyl groups (see Table I) are less than 1. In general, for cases in which the migration terminus is primary, the relative migratory aptitudes of aryl groups during deamination of amino alcohols follow the order expected from consideration of relative rates of electrophilic aromatic sub-stitution. 4 Some representative examples4 are p-methoxyphenyl, 1.5; p-tolyl, 1.3; p-chlorophenyl, ...