Introduction of a 9(11) Double Bond into Steroids by Selective Free-Radical Halogenation

Journal of the American Chemical Society

Volumn 94, Issue 9, 1972, Pages 3276-3278

  Breslow, Ronald ^a   Dale, James A ^a   Kalicky, Paul ^a   Liu, Sophia Y ^a   Washburn, William N ^a  

^a Columbia University New York ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; CHOLESTANE DERIVATIVE; HALOGEN;

ARTICLE; OXIDATION REDUCTION REACTION; PHOTOCHEMISTRY;

ALKENES; CHOLESTANES; HALOGENS; OXIDATION-REDUCTION; PHOTOCHEMISTRY;

EID: 0015492737     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00764a085     Document Type: Letter

References (6)

1. R. Breslow and M. A. Winnik, J. Amer, Chem. Soc, 91, 3083 (1969).
2. N. S. Bhacca and D. H. Williams, “Applications of NMR Spectroscopy in Organic Chemistry,” Holden-Day, San Francisco, Calif., 1964, pp 19-24.
3. H. J. Lucas and E. R. Kennedy, “Organic Syntheses,” Collect. Vol. Ill, Wiley, New York, N. Y., 1955, p 482.
4. G. A. Russell and C. DeBoer, J. Amer. Chem. Soc, 85, 3136 (1963).
5. D. D. Tanner and P. B. van Bostelen, J. Org. Chem., 32, 1517 (1967).
6. Reversible free-radical abstraction of the hydrogen at C-14 had been observed previously by M. Grorodetsky and Y. Mazur, J. Amer. Chem. Soc, 90, 6540 (1968).