title: Synthesis of enantiomerically enriched (R)-C-labelled 2-aminoisobutyric acid (Aib) by conformational memory in the alkylation of a derivative of L-alanine.
abstract: The method of Kouklovsky and coworkers for the enantioselective alkylation of cyclic N-naphthoyl derivatives of amino acids was used to introduce a (13)C label into one of the two enantiotopic methyl groups of 2-aminoisobutyric acid (Aib) by retentive alkylation of L-alanine with (13)CH(3)I. Conditions were identified for optimization of yield and enantiomeric purity, and the absolute configuration of the labelled product was established.
authors: School of Chemistry, University of Manchester, Oxford Rd., Manchester M13 9PL, UK.
authors: Stephen P
authors: SP
authors: Fletcher
authors: Jordi
authors: J
authors: Solà
authors: Dean
authors: D
authors: Holt
authors: Robert A
authors: RA
authors: Brown
authors: Jonathan
authors: J
authors: Clayden