Organocatalytic sequential α-aminoxylation and cis-Wittig olefination of aldehydes: synthesis of enantiopure γ-butenolides

DA Devalankar, PV Chouthaiwale, A Sudalai - Tetrahedron: Asymmetry, 2012 - Elsevier
A short route to enantiopure γ-butenolides (up to 99% ee) has been developed from readily
available starting materials. The strategy involves a sequential organocatalytic α-
aminoxylation followed by cis-Wittig olefination of aldehydes. The utility of this protocol has
been demonstrated in the asymmetric synthesis of trans-(+)-cognac lactone with high
enantiomeric purity.
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