Mild Hydrogen-Transfer Reductions Using Sodium Hypophosphite

Journal of Organic Chemistry

Volumn 50, Issue 18, 1985, Pages 3408-3411

  Boyer, Stephen K ^a   Bach, Joseph ^a   McKenna, Joseph ^a   Jagdmann, Erick ^a  

^a NOVARTIS PHARMA AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001667653     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00218a034     Document Type: Article

References (7)

1. Bakulina, G. V.; Erafeev, B. V. Chem. Abstr. 1975, 83, 1468375; 1975, 83, 192490f; 1972, 77, 101050 m.
2. Johnstone, R. A. W.; Wilby, A. H. Tetrahedron 1981, 37, 3667.
3. Beckeberg, O. G.; Staskun, B. J. Org. Chem. 1962, 27, 3461.
4. Entwistle, I. D.; Jackson, A. E.; Johnstone, R. A. W.; Telford, R. J. Chem. Soc., Perkin Trans. 1 1977, 443.
5. Entwistle, I. D.; Johnstone, R. A. W.; Telford, R. P. J. Chem. Soc., Perkin Trans. 1 1977, 117. Prepared according to the general procedure of: Watthey, J. W. H. U. S. Patent 4410 520.
6. Sala, R.; Doria, G.; Passcerotti, C. Tetrahedron Lett. 1984, 4565.
7. It appears that groups which stabilize radicals or anions are necessary to achieve hydrogenolysis. The lack of reactivity of unactivated alkyl halides is consistent with earlier reports, for example: Pandeny, P.; Purkayastha, M. L. Synthesis 1982, 876. Prepared according to the general procedure of: Meyers, A. I.; Hellring, S.; Tenhowe, W. Tetrahedron Lett. 1981, 5115.