A new class of chiral diphosphines having planar chirality

Double lithiation of bis(tetra-hydroindenyl)iron followed by phosphorylation using Ph2PCl affords two different chiral diphosphines having respectively C1- and C2-symmetry. Following antipode separation, the compounds can be used as ligands in Rh-catalyzed hydrogenation (up to 97% ee) and hydroborat...

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Bibliographic Details
Published inTetrahedron letters Vol. 40; no. 27; pp. 4977 - 4980
Main Authors Reetz, Manfred T., Beuttenmüller, Eckart W., Goddard, Richard, Pastó, Mireia
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 02.07.1999
Elsevier
Subjects
Asymmetric reactions
Catalysis
Chemistry
Chemistry, Organic
Ferrocenes
Hydrogenation
Phosphines
Physical Sciences
Science & Technology
Asymmetric reactions
Catalysis
Hydrogenation
Phosphines
Ferrocenes
phosphines
FERROCENYLDIPHOSPHINE
STYRENES
HYDROBORATION
COMPLEXES
catalysis
hydrogenation
CATALYZED ASYMMETRIC HYDROGENATION
ferrocenes
ACID-DERIVATIVES
HIGHLY ENANTIOSELECTIVE HYDROGENATION
AMINO-ACID
asymmetric reactions
BACKBONE
FERROCENYL LIGANDS
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Summary:Double lithiation of bis(tetra-hydroindenyl)iron followed by phosphorylation using Ph2PCl affords two different chiral diphosphines having respectively C1- and C2-symmetry. Following antipode separation, the compounds can be used as ligands in Rh-catalyzed hydrogenation (up to 97% ee) and hydroboration (up to 84% ee) of olefins and in Ir-catalyzed hydrogenation of imines (up to 79% ee). Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(99)00947-8