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Mono‐ and Bidentate Phosphinanes—New Chiral Ligands and Their Application in Catalytic Asymmetric Hydrogenations
Author(s) -
Ostermeier Markus,
Prieß Jan,
Helmchen Günter
Publication year - 2002
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 - 10.1002/1521-3773(20020215)41:4<612::aid-anie612>3.0.co;2-9
Subject(s) - denticity , asymmetric hydrogenation , itaconic acid , chelation , catalysis , substrate (aquarium) , ligand (biochemistry) , enantioselective synthesis , chemistry , ring (chemistry) , stereochemistry , chiral ligand , medicinal chemistry , combinatorial chemistry , organic chemistry , crystal structure , polymer , receptor , biochemistry , oceanography , geology , copolymer
Obvious but unknown in asymmetric catalysis were chiral six‐membered‐ring phosphanes and secondary phosphanes. As first examples of such ligands, oxaphosphinanes were now prepared and examined in asymmetric hydrogenation. With the monodentate oxaphosphinane 1 , for example, 96 % ee was achieved with itaconic acid as the substrate and 97.5 % ee was achieved with the chelate ligand 2 and 2‐acetamidoacrylic acid as the substrate.
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