Heterocyclic Compounds
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ChemInform Abstract: High-Pressure-Promoted (2 + 2) Cycloadditions of Imines with Electron- Rich Alkenes. A Simple Route to Azetidines and β-Amino Carbonyl Compounds.
First published: September 1, 1987
Abstract
The imines (I) undergo (2 + 2)cycloaddition with the enamines (II) under high pressure to form the azetidinones (III), which are unstable at normal pressure in most cases.
ChemInform Abstract
The imines (I) undergo (2 + 2)cycloaddition with the enamines (II) under high pressure to form the azetidinones (III), which are unstable at normal pressure in most cases. They are converted directly to the corresponding β-amino carbonyl compounds (IV) by hydrolysis. Similarly, the enol ethers and ketene acetals (V) react with the tosyl imine (VI) under high pressure to yield the cycloadducts(VII). The stereochemistry of the azetidinones is investigated.
