New method for reduction of ketones and primary alcohols to hydrocarbons: Reaction of the derived selenides with tin hydrides

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 2, 1978, Pages 41-42

  Clive, Derrick L J ^a   Chittattu, Gim ^a   Wong, Chi Kwong ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0344070210     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39780000041     Document Type: Article

References (14)

1. D. L. J. Clive, Tetrahedron Report, in the press.
2. Cf. H. C. Brown and K.-T. Liu, J. Amer. Chem. Soc., 1970, 92, 3502.
3. M. Pang and E. I. Becker, J. Org. Chern., 1964, 29, 1948.
4. J. C. Scaiano, P. Schmid, and K. U. Ingold, J. Organometallic Chem., 1976, 121, C4.
5. K. B. Sharpless and M. W. Young, J. Org. Chem., 1975, 40, 947.
6. D. L. J. Clive, G. Chittattu, N. J. Curtis, W. A. Kiel, and C. K. Wong, J.C.S. Chem. Comm., 1977, 725 and references therein.
7. P. A. Grieco, S. Gilman, and M. Nishizawa, J. Org. Chem., 1976, 41, 1485.
8. D. Van Ende, W. Dumont, and A. Krief, Angew. Chem. ĩnternat. Edn., 1975, 14, 700.
9. D. Seebach and A. K. Beck, Angew. Chem. ĩnternat. Edn., 1974, 13, 806.
10. For a summary of other methods of reducing alcohols, see D. H. R. Barton and S. W. McCombie, J.C.S. Perkin I, 1975, 1574.
11. M. Sevrin, D. Van Ende, and A. Krief, Tetrahedron Letters, 1976, 2643.
12. L. A. Khazemova and V. M. Al’bitskaya, J. Org. Chem. (U.S.S.R.), 1969, 5, 1873.
13. For other reductions by tin hydrides, see H. G. Kuivila, Synthesis, 1970, 499.
14. P. J. Smith, Chem. and Ind., 1970, 1025.