ChemInform Abstract: Asymmetric PTC C-Alkylation Mediated by TADDOL - Novel Route to Enantiomerically Enriched α-Alkyl-α-amino Acids.

Abstract Compound (4R,5R)- or (4S,5S)-2,2-dimethyl-α,α,α′,α′-tetraphenyl-1,3-dioxolane-4,5-dimethanol (TADDOL) was shown to catalyze C-alkylation of aldimine Schiff's bases of alanine esters under phase-transfer catalysis conditions (solid NaOH, toluene, ambient temperature, 10% TADDOL) with the e.e. of the final α-methylphenylalanine or α-allylalanine reaching 82%.