Abstract
L- and D-isoserine were synthesized enantioselectively via asymmetric hydrogenation of 3-amino-2-oxoester 5 catalyzed by [RuCl(binap)(benzene)]CI. Recrystallization and deprotection of ( S)- 6 (81% ee) afforded enantiomerically pure L-isoserine. The enantioface selection by the catalyst was opposite to that observed in asymmetric hydrogenation of other 2-oxoesters, such as methyl phenylglyoxylate and methyl 2-oxocyclohexylacetate.
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