Stereochemical Studies of Simple Cyclooctyl Systems

Journal of Organic Chemistry

Volumn 54, Issue 25, 1989, Pages 5994-5996

  Schreiber, Stuart L ^a   Smith, David B ^a   Schulte, Gayle ^b  

^a HARVARD UNIVERSITY   (United States)

^b YALE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0006237356     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00286a039     Document Type: Article

References (8)

1. For the preparation of cis-1,5-cyclooctanediol from 1,5-COD, see: Knights, E. F.; Brown, H. C. J. Am. Chem. Soc. 1968, 90, 5280.
2. The oxidation of cis- 1,5-cyclooctanediol to 1,5-cyclooctanedione using PCC has recently been reported: Lyttle, M. H.; Streitwieser, A.; Miller, M. J. J. Org. Chem. 1989, 54, 2331.
3. For a study of the diastereoselective transformations of cyclo-octanones as well as other cyclic ketones, see: Still, W. C.; Galynker, I. Tetrahedron 1981. 37. 3981.
4. Miller, R. W.; McPhail, A. T. J. Chem. Soc., Perkin Trans. 2 1979, 1527.
5. Rogers, D. W.; von Voithenberg, H.; Allinger, N. L. J. Org. Chem. 1978, 43, 360.
6. Furukawa, J.; Kawabata, N.; Nishimura, J. Tetrahedron 1968, 24, 53.
7. For a related transformation, see: Mehta, G.; Kasibhatla, S. R. J. Chem. Soc., Chem. Commun. 1985, 1464. See also ref 2 and 3.
8. Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923.