Hydrophosphination of α,β-unsaturated esters by primary phosphine-boranes; a useful entry to symmetrical and unsymmetrical phosphine-boranes

✍ Scribed by Karine Bourumeau; Annie-Claude Gaumont; Jean-Marc Denis

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 216 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)00247-5

✦ Synopsis

The reactivity of primary phosphine-boranes RPH2'BH 3 (R = Ph and Me) towards CH2=CHCO2Me and CH2=CHP(O)(OMe)2 is discussed. Hydrophosphination is the major process. The presence of the free phosphine (0-20%) in the crude media indicates that a competitive hydroboration reaction also occurs. The P-H addition was found to be controllable to give, in reasonable yields, either the mono or the bis-adducts. All the adducts are stable and are fully characterized. The preparation of an unsymmetrical bis-adduct is also presented.