Alane - A novel way to reduce phosphine oxides

Tetrahedron Letters

Volumn 39, Issue 24, 1998, Pages 4405-4406

  Griffin, Sara ^a   Heath, Lucy ^a   Wyatt, Paul ^a  

^a Cantock's Close   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALANE; OXIDE; PHOSPHINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; OXIDATION REDUCTION REACTION; STEREOCHEMISTRY; THIN LAYER CHROMATOGRAPHY;

EID: 0032508089     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00748-5     Document Type: Article

References (10)

1. 1. Coumbe, T.; Lawrence, N. J.; Muhammad, F., Tetrahedron Lett., 1994, 35, 625-628.
2. 2. Naumann, K.; Zon, G.; Mislow, K., J. Am. Chem. Soc., 1969, 91, 7012-7023.
3. 3. Alkaline hydrolysis of the reaction mixture is necessary to liberate the phosphine.
4. 4. Imamoto, T.; Takeyama, T.; Kusumoto, T., Chem. Lett., 1985, 1491-1492.
5. 5. Warren, S.; Wyatt, P., J. Chem. Soc., Perkin Trans. 1, 1998, 249-255.
6. 6. Brown, H. C.; Yoon, N. M., J. Am. Chem. Soc., 1966, 88, 1464-1472.
7. 7. Buss, A. D.; Warren, S., J. Chem. Soc., Perkin Trans. 1, 1985, 2307-2325.
8. 8. Although all the reactions were completed under reflux, TLC often indicated a significant degree of reduction at room temperature.
9. 9. Galatsis, P. in Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; John Wiley & Sons: Chichester, 1995; vol. 1, pp. 161-164.
10. 10. The related paper is - Armstrong, S. K.; Collington, E. W.; Knight, J. G.; Naylor, A.; Warren, S., J. Chem. Soc., Perkin Trans. 1, 1993, 1433-1447.