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The asymmetric synthesis of β-lactam antibiotics-v. Application of chiral α,β-epoxyimines in ketene-imine cycloaddition reactions leading to homochiral 3-aminoazetidinones.

✍ Scribed by David A. Evans; J.Michael Williams

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 332 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)80680-2

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✦ Synopsis

Imines derived from chiral a$-epoxyaldehydes have been shown to be useful chiral glyoxal imine synthons in the ketene-imine cycloaddition reaction. This process, which proceeds with high levels of reaction diastereoselection, affords enantiomerically pure &-substituted 3-amino-4alkylazetidinones in good yields.

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