Tetrahedron

Ketoreductases in the synthesis of valuable chiral intermediates: application in the synthesis of α-hydroxy β-amino and β-hydroxy γ-amino acids

S Kambourakis, JD Rozzell

Index: Kambourakis, Spiros; Rozzell, J. David Tetrahedron, 2004 , vol. 60, # 3 p. 663 - 669

Full Text: HTML

Citation Number: 32

Abstract

A general method for the synthesis of β-alkyl α-hydroxy β-amino and α-and γ-alkyl substituted β-hydroxy-γ-amino acids is described. The synthesis of all three classes of amino acids proceeds through a common chiral alcohol intermediate that is generated from a pro- chiral ketone diester via the action of a nicotinamide-dependent ketoreductase. Regioselective chemical or enzymatic hydrolysis followed by rearrangement under ...