Journal
ORGANIC LETTERS
Volume 9, Issue 2, Pages 267-270Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol062715y
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An efficient procedure for the directed reductive amination of beta-hydroxy-ketones (3) for the stereoselective preparation of 1,3-syn-amino alcohols (6) is reported. The operationally simple protocol uses Ti((OPr)-O-i)(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 the HIV-protease inhibitors ritonavir and lopinavir.
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