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The diastereoselective conjugate addition of lithium (R)-N-benzyl-N-α-methylbenzylamide to α,β-unsaturated esters and subsequent enolate hydroxylation, followed by reduction and oxidative cleavage provides a facile route to N,N-protected α-amino aldehydes and ketones. Further manipulation furnishes α-amino acids in high enantiomeric excess.

Original publication

DOI

10.1055/s-2001-17449

Type

Journal article

Journal

Synlett

Publication Date

01/01/2001

Pages

1599 - 1601