Electrochemical Deallylation of α??Allyl Cyclic Amines and Synthesis of Optically Active Quaternary Cyclic Amino Acids

…, M Kuriyama, O Onomura

Index: Kirira, Peter G.; Kuriyama, Masami; Onomura, Osamu Chemistry - A European Journal, 2010 , vol. 16, # 13 p. 3970 - 3982

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Citation Number: 13

Abstract

Abstract Electrochemical oxidation of α-allylated and α-benzylated N-acylated cyclic amines by using a graphite anode easily affords the corresponding α-methoxylated products with up to 76% yield. Ease of oxidation was affected by the type of electrode, the size of cyclic amine, and the nature of the protecting group. This method was successfully applied to the synthesis of optically active N-acylated α-alkyl-α-amino acid esters with up to 99% ee.