900537-07-7Relevant academic research and scientific papers
Efficient method for the asymmetric reduction of α- and β-ketophosphonates
Nesterov,Kolodiazhnyi
, p. 6720 - 6731 (2008/02/07)
An efficient and versatile method for the asymmetric reduction of α- and β-ketophosphonates using chiral reactant derived from sodium borohydride and l-(+)- or d-(-)-tartaric acid is developed. The methodology was used for the preparation of a number of biologically interesting enantiomerically pure products: including 2,3-epoxypropylphosphonate 11, 2-hydroxy-3-aminopropylphosphonic acid 14 (phospho-GABOB), phospho-carnitine 19, and others in multigram scale.
Di(1R,2S,5R)-menthyl 2-hydroxy-3-chloropropylphosphonate as a useful chiral synthon for the preparation of enantiomerically pure phosphonic acids
Nesterov, Vitaly V.,Kolodiazhnyi, Oleg I.
, p. 2400 - 2404 (2008/03/27)
Stereochemically pure di(1R,2S,5R)-menthyl (S)- and (R)-2-hydroxy-3- chloropropylphosphonates were synthesized by reaction of di(1R,2S,5R)-menthyl ketophosphonate with chiral complexes prepared from sodium borohydride and (R,R)-(+)-tartaric acid or with (
The difference in reactivity of (-)-mono and dimenthyl vs. diethyl alkylphosphonates in the α-lithiation reaction: Carbanionic synthesis of unknown (-)-dimenthyl 1-iodoalkylphosphonates and their first use in the radical iodine atom transfer addition (I-A
Ba?czewski, Piotr,Szadowiak, Aldona,Bodzioch, Agnieszka,Bia?as, Tomasz,Wieczorek, Wanda M.,Szyrej, Ma?gorzata
, p. 997 - 1009 (2007/10/03)
Unknown (-)-dimenthyl and ethyl (-)-menthyl 1-iodoethylphosphonates were synthesized via 1-lithio derivatives in 85-87% yields. Starting (-)-dimenthyl alkylphosphonates (R = Me, Et, i-Pr) were obtained in the Michaelis-Becker reaction (75-81% yields) and/
