4.7 Review

Catalytic enantioselective hydrophosphonylation of aldehydes and imines

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 350, Issue 9, Pages 1195-1208

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200800131

Keywords

alpha-aminophosphonates; asymmetric catalysis; hydrophosphonylation; alpha-hydroxyphosphonates; organocatalysis; phospho-aldol reaction

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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 a-amino and a-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.

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