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Highly Enantioselective Hydrogenation of Enol Ester Phosphonates: A Versatile Procedure for the Preparation of Chiral β‐Hydroxyphosphonates
Author(s) -
Vargas Sergio,
Suárez Andrés,
Álvarez Eleuterio,
Pizzano Antonio
Publication year - 2008
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.200801588
Subject(s) - enantioselective synthesis , racemization , chemistry , rhodium , enantiomer , enol , asymmetric hydrogenation , catalysis , organic chemistry , combinatorial chemistry
P–OP ′til you drop : Rhodium catalysts with chiral phosphane–phosphite ligands (P–OP) facilitate the enantioselective hydrogenation of β‐acyloxy α,β‐unsaturated phosphonates, affording β‐acyloxyphosphonates in high enantiomeric excess (see scheme). These products can be easily converted into synthetically valuable β‐hydroxyphosphonates without racemization.