Peptide-titanium complex as catalyst for asymmetric addition of hydrogen cyanide to aldehydes

…, D Yu, M Kudo, A Mori, S Inoue

Index: Nitta, Hideaki; Yu, Donghai; Kudo, Masanobu; Mori, Atsunori; Inoue, Shohei Journal of the American Chemical Society, 1992 , vol. 114, # 21 p. 7969 - 7975

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Citation Number: 115

Abstract

Abstract: The complex of titanium ethoxide and an acyclic dipeptide ester whose terminal amino group is modified to a sa1icy: al-type Schiff base catalyzes the asymmetric addition of hydrogen cyanide to aldehydes with high enantioselectivity. In the reaction of benzaldehyde and hydrogen cyanide,(R)-mandelonitrile is obtained with an enantiomeric excess of 90% when N-((2-hydroxy-l-naphthyl) methylene)-(S)-valyl-(S)-tryptophan methyl ester is ...