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A new method for the synthesis of optically pure phosphine oxides

✍ Scribed by Tsuneo Imamoto; Kazuhiko Sato; Carl R. Johnson

Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
219 KB
Volume
26
Category
Article
ISSN
0040-4039

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✦ Synopsis

Tertiary phosphine oxides have been prepared with high enantiomeric excesses via intermediate menthyl 2-phosphinylacetates.

Optically active phosphine oxides l_ are key intermediates in the synthesis of bidentate phosphine ligands 2_ useful for catalytic asymmetric homogeneous hydrogenation. 1) These phosphine oxides can be prepared by the reaction of diastereomerically pure menthyl methylphenylphosphinate with Grignard reagents. 2) However, this methodology is not applicable to the preparation of the 8 Ph-TFCH3

πŸ“œ SIMILAR VOLUMES

Stereospecific reduction of diastereomer
Stereospecific reduction of diastereomerically pure menthyl phosphinates: a new route to optically active phosphine oxides
✍ Yasuhiro Koide; Atsushi Sakamoto; Tsuneo Imamoto πŸ“‚ Article πŸ“… 1991 πŸ› Elsevier Science 🌐 French βš– 140 KB

Diastereomerically pure menthyl phosphinates are stereospecifically reduced by lithium 4,4'-di-fertbutylbiphenylide. Subsequent treatment with alkyl halides affords phosphine oxides with high optical purity.