Organic letters

Directed reductive amination of β-hydroxy-ketones: Convergent assembly of the ritonavir/lopinavir core

D Menche, F Arikan, J Li, S Rudolph

Index: Menche, Dirk; Arikan, Fatih; Li, Jun; Rudolph, Sven Organic Letters, 2007 , vol. 9, # 2 p. 267 - 270

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Citation Number: 50

Abstract

An efficient procedure for the directed reductive amination of β-hydroxy-ketones (3) for the stereoselective preparation of 1, 3-syn-amino alcohols (6) is reported. The operationally simple protocol uses Ti (i OPr) 4 for coordination of the intermediate imino alcohol (5) and PMHS as the reducing agent. The method was expanded to an asymmetric aldol reductive amination sequence to allow a highly convergent synthesis of the hydroxy-amine core of ...