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Highly Enantioselective Hydrogenation of 1‐Alkylvinyl Benzoates: A Simple, Nonenzymatic Access to Chiral 2‐Alkanols
Author(s) -
Kleman Patryk,
GonzálezListe Pedro J.,
GarcíaGarrido Sergio E.,
Cadierno Victorio,
Pizzano Antonio
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201303500
Subject(s) - enantioselective synthesis , norbornadiene , catalysis , enol , organic chemistry , chemistry , ligand (biochemistry) , computer science , combinatorial chemistry , scope (computer science) , programming language , biochemistry , receptor
Going chiral! Highly enantioselective catalytic hydrogenations of enol esters 1 by using a Rh catalyst bearing a POP 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.