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8707570 
Journal Article 
Reductive Alkylation of Enamines with Chloromethyl p‐Tolyl Sulfone via a Radical Chain Process 
Renaud, P; Schubert, S 
1990 
0 
Angewandte Chemie: International Edition in English
ISSN: 0570-0833 
29 
4 
433-434 
English 
Cyclic cnamines can be alkylatcd diastereoselectively with chloromethyl p‐tolylsulfone. The cis‐selectivity of this radical reaction is especially striking in the formation of cyclohexane derivatives such as 1 (>95%). The rate at which p‐tolylsulfonylmethyl radical adds to the enamine is a function both of its donor characteristics and of steric factors. (Figure Presented.) Copyright 1990 by VCH Verlagsgesellschaft mbH, Germany