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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

  • Metaadatok
Tartalom: http://real.mtak.hu/22453/
Archvum: MTA Knyvtr
Gyjtemny: Status = Published

Type = Article
Cm:
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
Ltrehoz:
Bagi, Péter
Fekete, András
Kállay, Mihály
Hessz, Dóra
Kubinyi, Miklós
Holczbauer, Tamás
Czugler, Mátyás
Fogassy, Elemér
Keglevich, György
Kiad:
Wiley
Dtum:
2015
Tma:
QD Chemistry / kémia
Tartalmi lers:
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 CD spectroscopy and related quantum chemical calculations. In one instance, the single crystal of the diasteromeric 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.
Nyelv:
magyar
Tpus:
Article
PeerReviewed
info:eu-repo/semantics/article
Formtum:
text
Azonost:
Bagi, Péter and Fekete, András and Kállay, Mihály and Hessz, Dóra and Kubinyi, Miklós and Holczbauer, Tamás and Czugler, Mátyás and Fogassy, Elemér and Keglevich, György (2015) 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. HETEROATOM CHEMISTRY, 26 (1). pp. 79-90. ISSN 1042-7163
Kapcsolat:
10.1002/hc.21218
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Ltrehoz:
info:eu-repo/semantics/embargoedAccess