SYNTHESES D'OXYDES DE PHOSPHINES OPTIQUEMENT ACTIFS PAR LA TECHNIQUE DU TRANSFERT DE PHASE
- 1 February 1983
- journal article
- research article
- Published by Taylor & Francis in Phosphorus and Sulfur and the Related Elements
- Vol. 14 (3) , 347-356
- https://doi.org/10.1080/03086648308073267
Abstract
Asymmetric induction in phosphine oxides 5–8 synthesized from prochiral phosphonium compounds 1–4 is reported. When 1–4 react under PTC conditions using an optically active quaternary ammonium salt as a chiral catalyst, phosphine oxides 5–8 are obtained with 0–8% enantiomeric excess. Some chiral catalysts derived from N-methylephedrine, quinine, epiquinidine, cinchonine and cinchonidine containing a secondary hydroxyl group have been tested in this reaction. The influence of molecular structure of the catalyst, concentration, solvent and the reaction time on the stereoselectivity is discussed.Keywords
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