Determination by 1D NOE studies of the stereochemistry of a tricyclic 2-hydroxytetrahydrofuran derivative obtained by hydroformylation of (1R)-(-)-myrtenol

Magnetic Resonance in Chemistry

Volumn 37, Issue 2, 1999, Pages 127-132

  Sirol, S ^a   Gorrichon, J P ^a   Kalck, P ^a   Nieto, P M ^b   Commenges, G ^c  

^a UNIVERSITÉ DE TOULOUSE   (France)

^b INSTITUTO DE INVESTIGACIONES QUÍMICAS   (Spain)

^c LCC LABORATOIRE DE CHIMIE DE COORDINATION   (France)

Author keywords

13C NMR; 1H NMR; Molecular modelling; Myrtenol hydroformylation; NMR; NOESY; Tricyclic monoterpene derivative

Indexed keywords

MOLECULAR MODELING; MONOTERPENES;

13C NMR; 1H NMR; COUPLING CONSTANTS; MYRTENOL HYDROFORMYLATION; NOESY; ONE-DIMENSIONAL; TRICYCLIC COMPOUNDS; TRICYCLIC MONOTERPENE DERIVATIVE; TWO-DIMENSIONAL;

HYDROFORMYLATION;

EID: 0033074582     PISSN: 07491581     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1097-458x(199902)37:2<127::aid-mrc429>3.0.co;2-7     Document Type: Article

References (20)

1. 1. H. M. Colquhoun, D. J. Thompson and M. V. Twigg, Carbonylation - Direct Synthesis of Carbonyl Compounds. Plenum Press, New York (1991).
2. 2. S. G. Davies, Organotransition Metal Chemistry - Applications to Organic Synthesis, Vol. 2. Pergamon Press, Oxford (1982).
3. 3. (a) C. Botteghi, R. Ganzerla, M. Lenarda and G. Moretti, J. Mol. Catal. 40, 129 (1987);
4. (b) T. Suzuki, Y. Uozumi and M. Shibasaki, J. Chem. Soc., Chem. Commun. 1593 (1991);
5. (c) B. El Ali and H. Alper, J. Org. Chem. 56, 5357 (1991);
6. (d) R. F. Heck, J. Org. Chem. 39, 3318 (1974).
7. 4. R. Naigre, T. Chenal, I. Ciprès, P. Kalck, J. C. Daran and J. Vaissermann, J. Organomet. Chem. 480, 91 (1994).
8. 5. P. Kalck, R. Naigre and S. Sirol, French Patent Application 94.08130 to I.N.P.T. (29-06-1994).
9. 6. A. J. Chalk, in Catalysis of Organic Reactions, edited by P. N. Rylander, H. Greenfield and R. L. Augustine, p. 43. Marcel Dekker, New York (1988).
10. 7. D. Anastasiou and W. R. Jackson, Aust. J. Chem. 45, 21 (1992).
11. 8. M. Takeda, H. Iwane and T. Hashimoto, Jpn. Pat. JP 5502897, to Mitsubishi Petrochemical (1978).
12. 9. I. Ciprès, P. Kalck, D.-C. Park and F. Serein-Spirau, J. Mol. Catal. 66, 399 (1987).
13. 10. M. Takeda, H. Iwane and T. Hashimoto, Jpn. Pat. JP 55027165, Mitsubishi Petrochemical (1980).
14. 11. S. Sirol and P. Kalck, New J. Chem. 21, 1129 (1997).
15. 12. H. Günther, NMR Spectroscopy, 2nd ed. John Wiley, Chichester (1995).
16. 13. A. Stefani, G. Consiglio, C. Botteghi and P. Pino, J. Am. Chem. Soc. 99, 1058 (1977).
17. 14. W. Himmele, H. Siegel, S. Pfohl, J. Paust, W. Hoffmann and K. Von Fraunberg, Ger. Pat. 2 404 306, to BASF (1975).
18. 15. W. Himmele and H. Siegel, Tetrahedron Lett. 12, 907 (1976).
19. 16. K. Stott, J. Keeler, Q. N. Van, A. J. Shaka, J. Magn. Reson. 125, 302 (1997), and references cited therein.
20. 17. Spartan version 5.0, Wavefunction, Inc. (1997)