Organocatalytic Enantioselective Synthesis of α-Hydroxy Phosphonates
- 16 May 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 128 (23), 7442-7443
- https://doi.org/10.1021/ja062091r
Abstract
Tertiary α-hydroxy phosphonates have been synthesized in good yields and high enantiomeric purity (up to 99% ee) through a novel l-proline-catalyzed cross aldol reaction of α-keto phosphonates and ketones.Keywords
This publication has 23 references indexed in Scilit:
- Dipeptide-Catalyzed Asymmetric Aldol Condensation of Acetone with (N-Alkylated) IsatinsThe Journal of Organic Chemistry, 2005
- Direct Organocatalytic De Novo Synthesis of CarbohydratesAngewandte Chemie-International Edition, 2005
- Quinine as chiral discriminator for determination of enantiomeric excess of diethyl 1,2-dihydroxyalkanephosphonatesTetrahedron: Asymmetry, 2003
- Antivaccinia Activities of Acyclic Nucleoside Phosphonate Derivatives in Epithelial Cells and Organotypic CulturesAntimicrobial Agents and Chemotherapy, 2002
- Application of Fungi as Biocatalysts for the Reduction of Diethyl 1‐Oxoalkylphosphonates in Anhydrous HexaneBiotechnology Progress, 2002
- Role of alendronate and risedronate in preventing and treating osteoporosis.Cleveland Clinic Journal of Medicine, 2001
- Synthesis of Nonracemic Dimethyl α-(Hydroxyfarnesyl)phosphonates via Oxidation of Dimethyl Farnesylphosphonate with (Camphorsulfonyl)oxaziridinesThe Journal of Organic Chemistry, 1999
- Novel Peptidyl Phosphorus Derivatives as Inhibitors of Human Calpain IJournal of Medicinal Chemistry, 1998
- Asymmetric synthesis of chiral, Nonracemic dialkyl-α-hydroxyalkylphosphonates via a (−)-Chlorodiiso-pinocampheylborane (Ipc2B-Cl) reductionTetrahedron: Asymmetry, 1996
- New inhibitors of renin that contain novel phosphostatine Leu-Val replacementsJournal of Medicinal Chemistry, 1990