Journal
TETRAHEDRON LETTERS
Volume 53, Issue 39, Pages 5243-5247Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.07.056
Keywords
Epoxides; Rearrangement; Meinwald rearrangement; Gold catalysis
Categories
Funding
- Department of Science and Technology (DST), India
- Council of Scientific and Industrial Research (CSIR), India
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An efficient epoxide to carbonyl rearrangement using catalytic AuCl3/AgSbF6 has been presented. The reactions are fast and high yielding. beta-Hydrogen migration takes place exclusively when hydrogen and methyl or substituted methyl groups are present at beta-carbon of epoxide. When phenyl/acetyl/benzoyl and hydrogen are available at same carbon atom, migration of the former is preferred over the latter. (c) 2012 Published by Elsevier Ltd.
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