Selective Steroid Chlorinations Directed by Attached Pyridine Ester Templates

Journal of the American Chemical Society

Volumn 109, Issue 12, 1987, Pages 3799-3801

  Breslow, Ronald ^a   Brandi, Michael ^a   Hunger, Jurgen ^a   Adams, Alan D ^a  

^a Columbia University ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000605920     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00246a058     Document Type: Article

References (12)

1. Breslow, R. Corcoran, R. J.; Snider, B. B. J. Am. Chem. Soc. 1974, 96, 6791–6792, Breslow, R.; Corcoran, R. J.; Snider, B. B.; Doll, R. J.; Khanna, P. L.; Kaleya, R. J. M. Chem. Soc. 1977, 99, 905–915.
2. For reviews, see: Breslow, R. Acc. Chem. Res. 1980, 13, 170–177. Breslow, R. Advances in Enzymology and Related Areas of Molecular Biology; Meister A. Ed., Wiley: New York, 1986; Vol. 58, pp 1–60.
3. Breslow, R.; Wife, R. L.; Presant, D. Tetrahedron Lett. 1976, 1925–1926.
4. Breslow, R.; Heyer, D. J. Am. Chem. Soc. 1982, 104, 2045-2046.
5. Welzel, P.; Hobert, K.; Ponty, A.; Mikova, T. Tetrahedron Lett. 1983, 24, 3199–3203.
6. Russell, G. A. In Free Radicals; Kochi, J., Ed.; Wiley: New York, 1973; Vol. I., Chapter 7.
7. Skell, P. S.; Baxter, H. N.; Tanko, J. M.; Chebolu, V. J. Am. Chem. Soc. 1986, 108, 6300–6311. Bunce, N. J.; Ingold, K. U.; Landers, J. P.; Luszty, J.; Scaiano, J. C. J. Am. Chem. Soc. 1985, 107, 5464–5472.
8. However, H atoms adducts to pyridine nitrogens have been observed by several workers: David, C.; Benskens, G.; Vergasselt, A.; Jung, P.; Oth, J. F. M. Mol. Phys. 1966, 11, 257–262. Caplain, S.; Castellano, A.; Catteau, J. P.; Lablache-Combier, A. Tetrahedron 1971, 27, 3541–3553. Zeldes, H.: Livingston, R. J. Magn. Reson. 1977, 26, 103–108
9. Maitra, U.; Breslow, R. Tetrahedron Lett. 1986. 27. 3087–3090.
10. Breslow, R.; Mehta, M. P. J. Am. Chem. Soc. 1986, 108, 2485–2486. Breslow, R.; Mehta, M. P. J. Am. Chem. Soc. 1986, 108, 6417–6418. Breslow, R.; Mehta, M. P. J. Am. Chem. Soc. 1986, 108, 6418–6420.
11. Breslow, R.; Corcoran, R. J.; Snider, B. B. U. S. Patent 4252719 1981.
12. Zoomer, G.; Wynberg, H.; Drayer, N. M. Steroids 1984, 44, 293-300.