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Organocatalytic and Enantioselective Synthesis of β-(Hydroxyalkyl)-γ-Butyrolactones

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posted on 2008-05-16, 00:00 authored by Saumen Hajra, Aswini Kumar Giri
Organocatalytic cross-aldol reaction of methyl 4-oxobutyrate (2) and a variety of aldehydes 3 followed by reduction with NaBH4 has provided a one-pot, general and efficient method for the synthesis of 4-(hydroxyalkyl)-γ-butyrolactones 1 with high diastereo- (dr > 24:1) and enantioselectivity (ee > 99%).