4.4 Article

Zinc mediated reductive dimerization and cyclization of α,β-unsaturated ketones in the presence of a catalytic amount of mercury(II) chloride

Journal

TETRAHEDRON LETTERS
Volume 46, Issue 37, Pages 6253-6255

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.07.055

Keywords

zinc; mercury(II) chloride; alpha,beta-unsaturated ketones; cycledimerization; cyclopentanols

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The zinc mediated reductive dimerization and cyclization of alpha,beta-unsaturated ketones gives functionalized cyclopentanols in good yield in the presence of a catalytic amount of mercury(II) chloride in N,N-dimethylformamide as solvent at room temperature. The reaction is regio- and stereo-selective producing 3,4-trans-diarylcyclopentanols selectively. (c) 2005 Elsevier Ltd. All rights reserved.

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