Norbornyl route to polyoxygenated cyclohexanes. A facile entry into carbasugars and shikimic acid

Tetrahedron Letters

Volumn 39, Issue 20, 1998, Pages 3285-3286

  Mehta, Goverdhan ^a   Mohal, Narinder ^a  

^a UNIVERSITY OF HYDERABAD   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOHEXANE; SHIKIMIC ACID;

ACYLATION; ARTICLE; CHEMICAL STRUCTURE; HYDROXYLATION; METHYLATION; OXIDATION; STEREOCHEMISTRY;

EID: 0032516352     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00471-7     Document Type: Article

References (11)

1. 1. (a) Carless, H.A.J. Tetrahedron Asymmetry 1992, 3, 795.
2. (b) Vogel, P.; Fattori, D.; Gasparini, F.; Le Drian, C.; Synlett 1990, 173.
3. (c) Aceña, J.L.; Arjona, O.; Pradilla, R.F.; Plumet, J.; Viso, A. J. Org. Chem. 1994, 59, 6419 and references therein.
4. (d) Posner, G.H. Pure & Appl. Chem. 1990, 62, 1949.
5. (e) Markó, Seres, P.; Swarbrick, T.M.; Staton, I.; Adams, H. Tetrahedron Lett. 1992, 33, 5649.
6. (f) Suami, T. Top. Curr. Chem. 1990, 154, 257
7. (g) Hudlicky, T.; Entwistle, D.A.; Pitzer, K.K.; Thorpe, A.J. Chem. Rev. 1996, 96, 1196.
8. 2. Paquette, L.A.; Learn, K.S.; Romine, J.L.; Lin, H-S. J. Am. Chem. Soc. 1988, 110, 879.
9. C 170.14, 169.90, 166.36, 133.42, 130.75, 74.29, 67.99, 66.86, 57.40, 52.02, 27.37, 20.86, 20.78.
10. 4. For the synthesis of α-talopyranose and related carbasugars, see: Pingli, L; Vandewalle, M. Synlett 1994, 228 and referenced cited therein.
11. 5. Campbell, M. M.; Sainsbury, M.; Searle, P.A. Synthesis 1993, 179.