4.4 Article

Copper-catalyzed desymmetrization of oxabenzonorbornadienes with aluminum reagents

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 26, Pages 3474-3477

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.02.219

Keywords

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Funding

  1. Swiss National Research Foundation [200020-113332]
  2. COST action D40 [C07.0097]

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The desymmetrization of oxabenzonorbornadienes with aluminum reagents and SimplePhos as chiral ligand is described. The corresponding homoallylic alcohols are obtained in high yield, diastereoselectivity, and enantiomeric excess. Furthermore the first anti enantioselective desymmetrization with aromatic nucleophiles is reported. (C) 2009 Elsevier Ltd. All rights reserved.

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