Enantioselective Heck Arylations of Acyclic Alkenyl Alcohols Using a Redox-Relay Strategy
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- 14 December 2012
- journal article
- other
- Published by American Association for the Advancement of Science (AAAS) in Science
- Vol. 338 (6113), 1455-1458
- https://doi.org/10.1126/science.1229208
Abstract
From C=C to C=O: The palladium-catalyzed Heck reaction is widely used to form carbon-carbon bonds between aryl rings and olefins, after which elimination of a hydrogen atom restores the olefin's double bond. Werner et al. (p. 1455 ; see the Perspective by Gilbertson ) present a variant of this reaction in which a hydrogen atom is instead lost from an alcohol center elsewhere in the molecule, yielding a ketone and a chiral center where the arene is bound. The process is highly enantioselective and also versatile: The alcohol can be sited one, two, or even three carbons away from the olefin.Keywords
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