4.4 Article

Scandium-bipyridine-catalyzed, enantio selective selenol addition to aromatic meso-epoxides

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 6, Pages 1030-1033

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.12.006

Keywords

bipyridine; catalysis; epoxides; scandium; 1,2-seleno alcohol

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A chiral scandium-bipyridine complex catalyzes the highly enantioselective addition of phenylselenol to aromatic meso-epoxides and furnishes 1,2-seleno alcohols in good yields and up to 94% ee. In addition, a sequential, one-pot epoxide opening-reduction protocol has been developed for the direct synthesis of 1,2-diaryl carbinols. (c) 2007 Elsevier Ltd. All rights reserved.

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