Sterecontrolled preparation of chiral secondary α-methylene γ-lactams by addition of organozinc reagents derived from 2-(bromomethyl)acrylates to imines using β-aminoalcohols as chiral auxiliaries.

Article abstract of DOI:10.1016/S0957-4166(00)80253-0

Stereocontrolled addition of isolated organozinc reagents 1, prepared from 2-(bromomethyl)acrylates to imines, can be achieved with d.e. ca. 100percent using β-amino alcohols as chiral auxiliaries.High yields of pure R or S secondary α-methylene γ-lactams