T. Tsunoda et al., ASYMMETRIC AZA-CLAISEN REARRANGEMENT OF GLYCOLAMIDE AND GLYCINAMIDE ENOLATES - SYNTHESIS OF OPTICALLY-ACTIVE ALPHA-HYDROXY AND ALPHA-AMINO-ACIDS, Tetrahedron letters, 34(20), 1993, pp. 3297-3300
The aza-Claisen rearrangement of the enolates of N-crotyl glycolamide
and glycinamide proceeded with excellent syn:anti (98:2) and facial se
lectivities (89:11). Optically pure (-)-verrucarino-lactone and D-allo
-isoleucine were derived from the rearrangement products.