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The asymmetric three-component coupling of α,β-unsaturated esters and alkylidene malonates initiated with a homochiral lithium amide proceeds with high levels of diastereoselectivity, with hydrogenation of the resultant α-substituted β-amino acid derivatives giving a range of differentially protected 3,4,5,6-tetrasubstituted piperidinones with four contiguous stereogenic centres.

Original publication

DOI

10.1055/s-2004-830887

Type

Journal article

Journal

Synlett

Publication Date

06/09/2004

Pages

1957 - 1960