Substrate Control in the Asymmetric Aminohydroxylation of ­Monosubstituted Alkenes: The Enantioselective Synthesis of GABOB and ­Homoserine Derivatives

Abstract

The 4-nitrophenyl ether is an efficient directing group in the asymmetric aminohydroxylation reaction of but-3-en-1-ol derivatives. Either regioisomeric product can be obtained with useful levels of enantioselectivity, allowing for the short enantioselective synthesis of GABOB and homoserine derivatives.

amino acids - asymmetric catalysis - regioselectivity - asymmetric aminohydroxylation

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