4.4 Article

Applications of Baylis-Hillman acetates:: one-pot, facile and convenient synthesis of substituted γ-lactams

Journal

TETRAHEDRON LETTERS
Volume 45, Issue 8, Pages 1621-1625

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2003.12.133

Keywords

Baylis-Hillman chemistry; gamma-lactams; reductive cyclization; Fe/AcOH

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A simple, convenient and one-pot transformation of the acetates of Baylis-Hillman adducts into substituted gamma-lactams, that is, (E)-5-alkyl-3-arylidenepyrrolidin-2-ones via treatment with nitroalkanes in the presence of a base, followed by reductive cyclization, using Fe/AcOH, is described. (C) 2004 Elsevier Ltd. All rights reserved.

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