ChemInform Abstract: An Enantioselective Construction of Pyrrolidones Bearing Functionalized Appendages via an Asymmetric Intramolecular Michael Reaction.
Abstract
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ChemInform Abstract
Acylation of the homoallylamines (II) with the fumaric monochloride (I) in the presence of triethylamine yields the unsaturated carboxamides ( III) which are oxidized with oxygen, forming the methyl ketones (IV). Treatment of the latter with (R)-(+)-1-phenylethylamine or (S)-(-)-1- phenylethylamine results in intramolecular cyclization to produce the oxopyrrolidineacetates (+)-(V) or (-)-(V).
