Heterocyclic Compounds
Full Access
ChemInform Abstract: Periselectivity in Cycloadditions to Vinyl Methyl Ketene and Structurally Related Vinyl Ketene Imines.
First published: January 12, 1988
Abstract
The vinylic ketenes or ketene imines (I) react with strongly electrophilic agents such as tetracyanoethylene (II) or phenyltriazolinedione (IV) to yield the 1,4-cycloadducts (III) or (V).
ChemInform Abstract
The vinylic ketenes or ketene imines (I) react with strongly electrophilic agents such as tetracyanoethylene (II) or phenyltriazolinedione (IV) to yield the 1,4-cycloadducts (III) or (V). Electron deficient partners such as the azodicarboxylate (VI) produce the 1,4-adduct (VII), together with the 1,2-adducts (VIII). Electron-rich olefins such as ethyl vinyl ether (IX) give predominantly 1,2-adducts such as (X).
