Journal of the American Chemical Society

Synthesis of (-)-Quinocarcin by Directed Condensation of α-Amino Aldehydes

S Kwon, AG Myers

Index: Kwon, Soojin; Myers, Andrew G. Journal of the American Chemical Society, 2005 , vol. 127, # 48 p. 16796 - 16797

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Citation Number: 52

Abstract

An enantioselective synthesis of the natural antiproliferative agent quinocarcin was achieved by the directed condensation of optically active α-amino aldehyde intermediates. Condensation of the N-protected α-amino aldehyde 1, prepared in eight steps (19% yield) from (R, R)-pseudoephedrine glycinamide, with the C-protected α-amino aldehyde derivative 2, prepared in seven steps (34% yield) from (R, R)-pseudoephedrine ...