Journal of organometallic chemistry

Highly enantioselective introduction of bis (alkoxycarbonyl) methyl group into the 2-position of piperidine skeleton

Y Matsumura, D Minato, O Onomura

Index: Matsumura, Yoshihiro; Minato, Diashirou; Onomura, Osamu Journal of Organometallic Chemistry, 2007 , vol. 692, # 1-3 p. 654 - 663

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Citation Number: 3

Abstract

Copper ion catalyzed carbon–carbon bond forming reaction of N-acyliminium ions with diaryl malonates was achieved with high enantioselectivity. The key intermediates in the method were 2-methoxy-3, 4-didehydropiperidines, which were easily prepared through electrochemical oxidation of 1-(p-methoxybenzoyl) piperidine in methanol followed by the conversion of the oxidation product to didehydropiperidine derivative, which was ...