✦ LIBER ✦
Synthesis of allyl phosphine oxides/boranes via Horner reaction of bis(diphenylphosphine)ethane monoxide reagent with an aldehyde
✍ Scribed by Salvacion T. Cacatian; Philip L. Fuchs
- Book ID
- 104205627
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 273 KB
- Volume
- 59
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
✦ Synopsis
The Horner -Wittig addition-elimination reaction using bis(diphenylphosphine)ethane monoxide [DIPHOS(O)] with an aldehyde affords Z-allyl phosphine oxides/boranes. Alternatively, the stereoselective Lewis acid mediated intermolecular reduction of its g-ketobisphosphoranes and stereoselective intramolecular reduction of g-ketophosphine•borane derivatives followed by elimination of diphenylphosphinate affords E-allyl phosphine oxides/boranes with good to high selectivity. Allyl phosphine oxides are common intermediates in the synthesis of polyenes.