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The doubly diastereoselective conjugate addition of the antipodes of lithium N-benzyl-N-(α-methylbenzyl)amide to a range of enantiopure α,β-unsaturated esters [derived from Corey's 8-phenylmenthol chiral auxiliary] and enantiopure α,β-unsaturated hydroxamates [derived from our 'chiral Weinreb amide' auxiliary (S)-N-1-(1′-naphthyl)ethyl-O-tert- butylhydroxylamine] has been used as a mechanistic probe to determine the reactive conformations of these acceptors. © 2011 Elsevier Ltd. All rights reserved.

Original publication

DOI

10.1016/j.tet.2011.05.102

Type

Journal article

Journal

Tetrahedron

Publication Date

26/08/2011

Volume

67

Pages

6382 - 6403