Journal
TETRAHEDRON
Volume 59, Issue 34, Pages 6489-6492Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(03)01054-8
Keywords
isomerization; NBS-bromination; carbon-carbon double bonds
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N-Bromosuccinimide-dibenzoyl peroxide/azobisisobutyronitrile is used to carry out several types of Z- to E-alkene isomerizations. The NBS-bromination conditions are sufficient for both allylic bromination and alkene isomerization. When the allylic hydrogens are not available in substrates, only the isomerization of the alkene takes place. The present conditions for isomerization of carbon-carbon double bonds are mild and efficient. (C) 2003 Elsevier Ltd. All rights reserved.
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