Catalytic Enantioselective Hydrophosphonylation of Aldehydes and Imines

In this review, recent advances in catalytic asymmetric hydrophosphonylation of aldehydes and imines are discussed. We also summarize several proposed mechanisms for the different possibilities of asymmetric induction and the application of this catalytic methodology to the enantioselective synthesi...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2008-06, Vol.350 (9), p.1195-1208
Main Authors: Merino, Pedro, Marqués-López, Eugenia, Herrera, Raquel P.
Format: Article
Language:English
Subjects:
asymmetric catalysis
hydrophosphonylation
organocatalysis
phospho-aldol reaction
α-aminophosphonates
α-hydroxyphosphonates
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Summary:In this review, recent advances in catalytic asymmetric hydrophosphonylation of aldehydes and imines are discussed. We also summarize several proposed mechanisms for the different possibilities of asymmetric induction and the application of this catalytic methodology to the enantioselective synthesis of α‐amino and α‐hydroxy phosphonates. A variety of metal‐based chiral catalysts as well as several organic catalysts have been exploited as suitable systems for the preparation of enantiomerically pure phosphonates. The recent evolution and future trends of those and other catalytic systems are described.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200800131