Chiral synthesis of 3-[(R)-1-hydroxyethyl]-4-oxoazetidin-2-yl acetate using an asymmetric 1,3-bipolar cycloaddition reaction
Abstract
3-[(R)-1-Hydroxyethyl]-4-oxoazetidin-2-yl acetate (4; R = H), a key intermediate for the preparation of penem and carbapenem antibiotics was synthesized in an optically active form using a 1,3-dipolar cycloaddition reaction of a chiral nitrone (6) as a key step.