Rapid and Selective Reduction of Functionalized Aromatic Disulfides with Lithium Tri-tert-butoxyaluminohydride. A Remarkable Steric and Electronic Control. Comparison of Various Hydride Reagents

Journal of Organic Chemistry

Volumn 54, Issue 18, 1989, Pages 4458-4462

  Krishnamurthy, S ^a   Aimino, D ^a  

^a EASTMAN KODAK COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001094316     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00279a041     Document Type: Article

References (18)

1. Presented at the Third Chemical Congress of North America, Toronto. Canada. June 1988 (Abstr. ORGN 467).
2. Sondack, D. L.; Light, A. J. Biol. Chem. 1971, 246, 1630. Ottenheijm, H. C. J.; Herscheid, J. D. M.; Kerkhoff, G. P. C.; Spande, T. F. J. Org. Chem. 1976. 41. 3433.
3. Brown, H. C.; Weissman, P. M.; Yoon, N. M. J. Am. Chem. Soc. 1966. 88. 1458.
4. Brown. H. C.; Weissman. P. M. J. Am. Chem. Soc. 1965.87, 5614.
5. Brown. H. C.: Yoon. N. M. J. Am. Chem. Soc. 1966. 88, 1464.
6. Brown, H. C.; Kim, S. C.; Krishnamurthy, S. J. Org. Chem. 1980, 45. 1.
7. Gunsalus, I. C.; Barton, L. S.; Gruber, W. J. Am. Chem. Soc. 1956, 78, 1763.
8. Brown, H. C.; SubbaRao, B. C. J. Am. Chem. Soc. 1956. 78. 2582.
9. Brown, H. C.; Cha, J. S.; Nazer, B.; Kim, S. C.; Krishnamurthy, S.; Brown, C. A. J. Org. Chem. 1984, 49, 885. Brown, H. C.; Nazer, B.: Cha. J. S. Synthesis 1984. 498.
10. Brown, H. C.; Heim, P.; Yoon, N. M. J. Am. Chem. Soc. 1970, 92, 1637. Brown, H. C.; Bigley, D. B.; Arora, S. K.; Yoon, N. M. J. Org. Chem. 1970, 92, 7161. Brown, H. C.; Heim, P.; Yoon, N. M. J. Org. Chem. 1972, 37, 2942. Brown, H. C.; Krishnamurthy, S.; Yoon, N. M. J. Org. Chem. 1976, 41, 1778.
11. Allen, C. F. H.; MacKay, D. D. Organic Syntheses', Wiley: New York. 1943; Collect. Vol. II. P 580.
12. Overman, L. E.; Smoot, J.; Overman, J. D. Synthesis 1974, 59.
13. Brown, H. C.; Weissman, P. M. Isr. J. Chem. 1963, 1, 430.
14. Fristad, W. E.; Peterson, J. R. Synth. Commun. 1985, 15, 1.
15. Newman, M. S.; Karnes, H. A. J. Org. Chem. 1966, 31, 3980.
16. Krishnamurthy, S. J. Org. Chem. 1981, 46, 4628.
17. Brown, H. C.; Kramer, G. W.; Levy, A. B.; Midland, M. M. Organic Synthesis via Boranes; Wiley-Interscience: New York, 1975, Chapter 9.
18. Sheley, C. F. Mol. Cryst. Liq. Cryst. 1978, 44, 193.