Gentle swelling of pinan-6-one derivatives

Tetrahedron Letters

Volumn 39, Issue 37, 1998, Pages 6703-6706

  Hebrault D ^a   Uguen, D ^a   De Cian, A ^b   Fischer, J ^b  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; CYCLOHEXANONE; DIAZONIUM COMPOUND; LACTONE; PACLITAXEL; PINANE 6 ONE DERIVATIVE; PINENE; TAXOID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; NUCLEAR MAGNETIC RESONANCE; PROTON TRANSPORT; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032505202     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01400-2     Document Type: Article

References (9)

1. 1-Shibuya, S.; Isobe, M. Synlett 1998, 373-374, and references cited therein.
2. 2-Hébrault, D.; Uguen, D. preceding Letter. These results are taken in part from the thesis dissertation of D. H. (Strasbourg, 1995).
3. 3-a) Schollkopf, U.; Bànhidai, B.; Frasnelli, H.; Meyer, R.; Beckhaus, H. Liebigs Ann. 1974, 1767-1783;
4. b) Mock, W. L.; Hartman, M. E. J. Org. Chem. 1977, 42, 459-465;
5. c) Nagao, K.; Chiba, M.; Kim, S.-W. Synthesis, 1983, 197-199;
6. d) Green, A. E.; Cruz, A.; Crabbé, P. Tetrahedron Lett. 1976, 17, 2707-2708.
7. 4-A pathway involving a reversible protonation of 7 followed by preferential rearrangement of the diazonium salt 11 is unlikely: model examination of conformers 10i and 11i failed to reveal any significant energy difference.
8. 5-House, H. O.; Blankley, C. J. Organic Syntheses 1969, 49, 22.
9. -3, for 6b = 0.039/0.050, 1.081, 0.20 eÅ-3. For all computations, the Nonius OpenMoleN package on a DEC Alpha 3600S work station was used (OpenMoleN, Interactive Structure Solution, Nonius B.V., Delft, The Nederlands (1997)).