A practical olefin hydroboration under liquid-liquid phase transfer catalysis conditions

Synlett

Volumn , Issue 7, 2000, Pages 997-998

  Albanese, Domenico ^a   Landini, Dario ^a   Maia, Angelamaria ^a   Penso, Michele ^a  

^a CNR   (Italy)

Author keywords

Hydroborations; Oxidations; Phase transfer catalysis; Regioselectivity; Stereoselectivity

Indexed keywords

ALKENE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL REACTION; ORGANIC CHEMISTRY;

EID: 0033915038     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (7)

1. Brown, H. C. Organic Synthesis via Boranes; Wiley: New York, 1975. Pelter, A.; Smith, K.; Brown, H. C. Borane Reagents; Academic Press: London 1988.
2. Brown, H. C. Organic Synthesis via Boranes; Wiley: New York, 1975. Pelter, A.; Smith, K.; Brown, H. C. Borane Reagents; Academic Press: London 1988.
3. Brown, H. C. Isr. J. Chem. 1985, 25, 84.
4. Brandstrom, A.; Junggren, U.; Lamm, B. Tetrahedron Lett. 1972, 31, 3173.
5. Corey, E. J. Organic Synthesis 1966, Vol 46, 105.
6. Used as reagent and solvent.
7. 3. Elimination of the solvent afforded 1-dodecanol (93%), 2-dodecanol (5%) and minor amounts of dodecane (2%) (GLC analysis). The products are separated from the catalyst by vacuum distillation (still temperature < 120 °C) of the crude reaction mixture. The catalyst can be recovered in nearly quantitative yields after rinsing the residue with hexane.