166322-36-7Relevant academic research and scientific papers
Switchover of the diastereoselectivity induced by a simple selection of titanium(IV) halides in the addition reaction of silyl ketene acetals to a chiral imine
Shimizu, Makoto,Kume, Kouji,Fujisawa, Tamotsu
, p. 5227 - 5230 (1995)
Switchover of the diastereoselectivity was recognized by a simple selection of titanium(IV) halides in the reaction of silyl ketene acetal with a chiral imine possessing a derivative of D-(-)-phenylglycine as an auxiliary. TiF4 effected the formation of (3S)-β-amino ester, while TiCl4 gave (3R)-isomer. The β-amino esters thus obtained were convened into the corresponding β-lactams on treatment with Me3Al without loss of the stereochemical integrity.
