Catalytic Hydrogenation of α-Iminophosphonates as a Method for the Synthesis of Racemic and Optically Active α-Aminophosphonates

It was shown that the catalytic hydrogenation of α‐iminophosphonates by molecular hydrogen can serve as a convenient method for the synthesis of racemic and optically active α‐aminophosphonates. Up to 94% ee was achieved in the rhodium‐catalyzed enantioselective hydrogenation using chiral ligand (R)...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 350; no. 3; pp. 482 - 492
Main Authors Goulioukina, Nataliya S., Bondarenko, Grigorii N., Lyubimov, Sergey E., Davankov, Vadim A., Gavrilov, Konstantin N., Beletskaya, Irina P.
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 22.02.2008
WILEY‐VCH Verlag
Wiley
Subjects
asymmetric catalysis
Chemistry
Chemistry, Applied
Chemistry, Organic
hydrogenation
Physical Sciences
Science & Technology
α-aminophosphonates
α-iminophosphonates
IMINO ESTERS
DIAMIDOPHOSPHITE LIGANDS
asymmetric catalysis
hydrogenation
HIGHLY ENANTIOSELECTIVE HYDROGENATION
alpha-aminophosphonates
alpha-iminophosphonates
IRIDIUM COMPLEXES
1-AMINOBENZYLPHOSPHONIC ACIDS
AMINO PHOSPHONATES
ALPHA,BETA-UNSATURATED PHOSPHONATES
ASYMMETRIC HYDROGENATION
ORGANOPHOSPHORUS COMPOUNDS
PHOSPHINE-PHOSPHITE LIGANDS
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Summary:It was shown that the catalytic hydrogenation of α‐iminophosphonates by molecular hydrogen can serve as a convenient method for the synthesis of racemic and optically active α‐aminophosphonates. Up to 94% ee was achieved in the rhodium‐catalyzed enantioselective hydrogenation using chiral ligand (R)‐BINAP.
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content type line 23
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200700466