Services on Demand
Journal
Article
Indicators
- Cited by SciELO
- Access statistics
Related links
- Similars in SciELO
Share
Journal of the Mexican Chemical Society
Print version ISSN 1870-249X
Abstract
ROJAS-CABRERA, Haydée et al. Efficient and Practical Synthesis of syn- and anti-β,Υ-Dihydroxyphosphonates Derived from (S)-Mandelic Acid. J. Mex. Chem. Soc [online]. 2007, vol.51, n.4, pp.237-244. ISSN 1870-249X.
A new efficient and practical synthesis of syn- and anti-β,Υ-dihydroxyphosphonates 1 and 2 was developed in high diastereoselectivity via reduction of β-ketophosphonates readily obtained from (S)-mandelic acid. An example of "diastereoselective 1,2-induction" is showed and a mechanistic model to explain the stereochemical outcome is proposed. Assignment of the configuration at the new stereogenic centers was achieved by 1H NMR spectral data of their corresponding acetonides.
Keywords : Diastereoselective 1,2-induction; diastereoselective reduction; β,Υ-dihydroxyphosphonates; β-ketophosphonates; (S)-mandelic acid.