The Journal of Organic Chemistry

Synthesis, regioselective deprotonation, and stereoselective alkylation of fluoro ketimines

JT Welch, KW Seper

Index: Welch, John T.; Seper, Karl W. Journal of Organic Chemistry, 1988 , vol. 53, # 13 p. 2991 - 2999

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Citation Number: 86

Abstract

Fluoroacetone imines of cyclohexylamine, valinol 0-methyl ether, and phenylalaninol 0- methyl ether and 2-fluorocyclohexanone imines of cyclohexylamine and phenylalaninol 0- methyl ether were prepared. The temperature-dependent, regioselective deprotonation of these imiies was employed in highly regioselective alkylation reactions. The deprotonation of fluoroacetone cyclohexylimine on the carbon bearing fluorine yielded only a single ...

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