1548599-09-2Relevant academic research and scientific papers
A case study on the resolution of the 1-i-Butyl-3-methyl-3-phospholene 1-oxide via diastereomeric complex formation using TADDOL derivatives and via diastereomeric coordination complexes formed from the calcium salts of O,O′-Diaroyl-(2R,3R)-tartaric acids
Bagi, Pter,Fekete, Andrs,Fogassy, Elemr,Keglevich, Gy?rgy,Kllay, Mihly,Kubinyi, Mikls,Hessz, Dra,Holczbauer, Tams,Czugler, Mtys
, p. 79 - 90 (2015)
The resolution of 1-i-butyl-3-methyl-3-phospholene 1-oxide was studied applying TADDOL [(-)-(4R,5R)-4,5-bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane], spiro-TADDOL [(-)-(2R,3R)-α,α,α′,α′-tetraphenyl-1,4-dioxaspiro[4.5]decan-2,3-dimethanol], or the acidic and neutral Ca2+ salts of (-)-O,O′-dibenzoyl- and (-)-O,O′-di-p-toluoyl- (2R,3R)-tartaric acid as the resolving agent. The absolute configuration of the P-asymmetric center was determined by circular dichroism spectroscopy and related quantum chemical calculations. In one instance, the single crystal of the diastereomeric complex incorporating i-butyl-3-phospholene oxide and spiro-TADDOL was subjected to X-ray analysis, which suggested a feasible hypothesis for the efficiency of the resolution process under discussion that may be an example for the solvent-inhibited resolution.
