Highly enantioselective hydrogenation of 1-alkylvinyl benzoates: A simple, nonenzymatic access to chiral 2-alkanols

Going chiral! Highly enantioselective catalytic hydrogenations of enol esters 1 by using a Rh catalyst bearing a POP ligand are described (see scheme; NBD=norbornadiene). The catalytic system has a broad scope and allows the preparation of a wide range of chiral esters 2 bearing diverse alkyls or...

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Bibliographic Details
Authors: Kleman, Patryk Artur, González-Liste, Pedro J., García-Garrido, Sergio E., Cadierno, Victorio, Pizzano, Antonio
Format: article
Publication Date:2013
Country:España
Institution:Consejo Superior de Investigaciones Científicas (CSIC)
Repository:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/97421
Online Access:http://hdl.handle.net/10261/97421
Access Level:Open access
Keyword:Rhodium
Enantioselectivity
Asymmetric hydrogenation
Alcohols
Esters
Description
Summary:Going chiral! Highly enantioselective catalytic hydrogenations of enol esters 1 by using a Rh catalyst bearing a POP ligand are described (see scheme; NBD=norbornadiene). The catalytic system has a broad scope and allows the preparation of a wide range of chiral esters 2 bearing diverse alkyls or a benzyl group with high enantioselectivities. These esters can easily be converted in highly enantioenriched 2-alkanols. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.