ASYMMETRIC ANTI-SELECTIVE ALDOL REACTIONS OF TITANIUM Z-ENOLATES DERIVED FROM N-ALKYLIDENEGLYCINAMIDES BEARING A 2,2-DIMETHYLOXAZOLIDINE CHIRAL CONTROLLER
S. Kanemasa et al., ASYMMETRIC ANTI-SELECTIVE ALDOL REACTIONS OF TITANIUM Z-ENOLATES DERIVED FROM N-ALKYLIDENEGLYCINAMIDES BEARING A 2,2-DIMETHYLOXAZOLIDINE CHIRAL CONTROLLER, Tetrahedron letters, 34(51), 1993, pp. 8293-8296
Asymmetric aldol reactions of titanium Z-enolates of N-diphenylmethyle
ne derivatives of glycinamides derived from (4S)-2,2-dimethyloxazolidi
ne chiral auxiliaries are highly ul,ul-1,4-inductive. Hydrolytic remov
al of the chiral auxiliary from the aldol adducts provide optically ac
tive anti-isomers of alpha-amino-beta-hydroxy acids with 2R-absolute c
onfiguration.