4.4 Article

Chemo- and diastereoselective synthesis of spiro-dioxolanes from intermolecular carbonyl ylide cycloaddition with aryl aldehyde

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 1, Pages 148-150

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.11.005

Keywords

Carbenoids; Carbonyl ylides; Diazoamides; Dioxolanes; Oxindoles; Rhodium(II) acetate

Funding

  1. Department of Science and Technology, New Delhi

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Reaction of cyclic diazoamides and aromatic aldehydes having electron-donating or -withdrawing groups in the presence of rhodium(II) acetate catalyst at room temperature afforded the spiro-indolodioxolanes. A novel three-component reaction involving intermolecular carbonyl ylides has been demonstrated in a chemo- and diastereoselective manner. (C) 2010 Elsevier Ltd. All rights reserved.

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