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Binol‐Derived Monodentate Phosphites and Phosphoramidites with Phosphorus Stereogenic Centers: Novel Ligands for Transition‐Metal Catalysis
Author(s) -
Reetz Manfred T.,
Ma JunAn,
Goddard Richard
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200461624
Subject(s) - stereocenter , denticity , chemistry , transition metal , olefin fiber , rhodium , catalysis , phosphorus , stereochemistry , medicinal chemistry , metal , combinatorial chemistry , organic chemistry , enantioselective synthesis
Buried in the symmetry : Phosphorylation of ortho ‐substituted binol derivatives leads to monodentate phosphites (X=OR) or phosphoramidites (X=NR 2 ) having stereogenic centers at phosphorus (see scheme). Such compounds are excellent ligands in rhodium‐catalyzed olefin‐hydrogenation (95–99 % ee ) surpassing the C 2 ‐symmetric parent ligands.