ChemInform Abstract: Enantioselective Synthesis of a Chiral Intermediate for Aztreonam and Related Monobactam Antibiotics.
Abstract
The chlorozinc enolate (V), prepared in situ from the protected α-aminocarboxylic acid ester (I) by consecutive treatment with lithium amide (II) and zinc dichloride (IV), undergoes cycloaddition reaction with the 1,4-diazabuta-1,3-dienes (VIa) and (VIb) or the pyridinecarbaldimine (VIc) to produce the protected aminoazetidinones (VII).
ChemInform Abstract
The chlorozinc enolate (V), prepared in situ from the protected α-aminocarboxylic acid ester (I) by consecutive treatment with lithium amide (II) and zinc dichloride (IV), undergoes cycloaddition reaction with the 1,4-diazabuta-1,3-dienes (VIa) and (VIb) or the pyridinecarbaldimine (VIc) to produce the protected aminoazetidinones (VII). (Crystal data of (VIIc): monoclinic, space group I2, Z=4).