Catalytic, enantioselective alkylation of α-imino esters: The synthesis of nonnatural α-amino acid derivatives
D Ferraris, B Young, C Cox, T Dudding…
Index: Ferraris; Young; Cox; Dudding; Drury III; Ryzhkov; Taggi; Lectka Journal of the American Chemical Society, 2002 , vol. 124, # 1 p. 67 - 77
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Citation Number: 168
Abstract
Methodology for the practical synthesis of nonnatural amino acids has been developed through the catalytic, asymmetric alkylation of α-imino esters and N, O-acetals by enol silanes, ketene acetals, alkenes, and allylsilanes using chiral transition metal-phosphine complexes as catalysts (1-5 mol%). The alkylation products, which are prepared with high enantioselectivity (up to 99% ee) and diastereoselectivity (up to 25: 1/anti: syn), are ...
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