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Direct catalytic anti-markovnikov hydroetherification of alkenols.


ABSTRACT: A direct intramolecular anti-Markovnikov hydroetherification reaction of alkenols is described. By employing catalytic quantities of commercially available 9-mesityl-10-methylacridinium perchlorate and 2-phenylmalononitrile as a redox-cycling source of a H-atom, we report the anti-Markovnikov hydroetherification of alkenes with complete regioselectivity. In addition, we present results demonstrating that this novel catalytic system can be applied to the anti-Markovnikov hydrolactonization of alkenoic acids.

SUBMITTER: Hamilton DS 

PROVIDER: S-EPMC3513336 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature

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Direct catalytic anti-markovnikov hydroetherification of alkenols.

Hamilton David S DS   Nicewicz David A DA  

Journal of the American Chemical Society 20121105 45


A direct intramolecular anti-Markovnikov hydroetherification reaction of alkenols is described. By employing catalytic quantities of commercially available 9-mesityl-10-methylacridinium perchlorate and 2-phenylmalononitrile as a redox-cycling source of a H-atom, we report the anti-Markovnikov hydroetherification of alkenes with complete regioselectivity. In addition, we present results demonstrating that this novel catalytic system can be applied to the anti-Markovnikov hydrolactonization of alk  ...[more]

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