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Asymmetric synthesis of monocyclic β-lactams: application of imines derived from chiral N-protected α-amino aldehydes in the staudinger reaction

✍ Scribed by Claudio Palomo; Fernando P. Cossío; Carmen Cuevas

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
151 KB
Volume
32
Category
Article
ISSN
0040-4039

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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.
✍ David A. Evans; J.Michael Williams 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 332 KB

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