An Entry to the Optically Pure β-Lactam Skeleton Based on 1,3-Dipolar Cycloaddition of Nitrones to 4,6-Di-O-Acetyl-2,3-Dideoxy-D-Threo-Hex-2-Enono-1,5-Lactone
Title:
An Entry to the Optically Pure β-Lactam Skeleton Based on 1,3-Dipolar Cycloaddition of Nitrones to 4,6-Di-O-Acetyl-2,3-Dideoxy-D-Threo-Hex-2-Enono-1,5-Lactone
Author:
Panfil, Irma Belzecki, CzesLaw Chmielewski, Marek
Appeared in:
Journal of carbohydrate chemistry
Paging:
Volume 6 (1987) nr. 3 pages 463-470
Year:
1987-09-01
Contents:
Saturated lactone 8, easily available by 1,3-dipolar cycloaddition of nitrone 4 to unsaturated lactone 7 was transformed into the β-lactam 22having a polyol side chain at the C-3 position of the azetidinone ring. The same sequence of reactions, when applied to 9 and 10 failed to give the respective β-lactams owing to the removal of the nitrogen atoms from those molecules.