C. Dugave, J. Cluzeau, A. Ménez
Aug 6, 1998
Citations
0
Influential Citations
7
Citations
Journal
Tetrahedron Letters
Abstract
Abstract (2S,4RS)-Boc-4-cyanoglutamate γ-methyl ester (ee = 95%) and (2S)-Boc-2-amino-4-bis(cyano)butyrate (ee = 96%) were synthesised in respectively 43% and 40% overall yields by addition of sodium malonate derivatives onto Boc-dehydroalanine methyl ester followed by regio- and stereoselective hydrolysis of α-methyl ester by α-chymotrypsin. These regio-and stereoselectivities were strongly dependent on the nature of the γ-substituents.