Improved synthesis of both enantiomers of trans-cyclohex-4-ene-1,2- dicarboxylic acid

Tetrahedron Asymmetry

Volumn 10, Issue 17, 1999, Pages 3403-3407

  Bernardi, Anna ^a   Arosio, Daniela ^a   Dellavecchia, Donatella ^a   Micheli, Fabrizio ^b  

^a Dipartimento di Chimica Organica e Industriale   (Italy)

^b GLAXOSMITHKLINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOHEX 4 ENE 1,2 DICARBOXYLIC ACID; DICARBOXYLIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENANTIOMER; PRIORITY JOURNAL; STEREOCHEMISTRY; SYNTHESIS;

EID: 0033429252     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00345-6     Document Type: Article

References (16)

1. Walborsky, H. M.; Barash, L.; Davis, T. C. J. Org. Chem. 1961, 26, 4778-4779.
2. Walborsky, H. M.; Barash, L.; Davis, T. C. Tetrahedron 1963, 19, 2333-2351.
3. Furuta, K.; Iwanaga, K.; Yamamoto, H. Tetrahedron Lett. 1986, 27, 4507-4510.
4. Solladie, G.; Lohse, O. J. Org. Chem. 1993, 58, 4555-4563.
5. Corey, E. J.; Su, W. Tetrahedron Lett. 1988, 29, 3423-3426.
6. Bernardi, A.; Checchia, A.; Brocca, P.; Sonnino, S.; Zuccotto, F. J. Am. Chem. Soc. 1999, 121, 2032-2036.
7. Hartmann, H.; Hady, A. F. A.; Sartor, K.; Weetman, J.; Helmchen, G. Angew. Chem., Int. Ed. Engl. 1987, 26, 1143-1145.
8. Bernardi, A.; Boschin, G.; Checchia, A.; Lattanzio, M.; Manzoni, L.; Potenza, D.; Scolastico, C. Eur. J. Org. Chem. 1999, 1311-1317.
9. Devine, P. N.; Oh, T. J. Org. Chem. 1992, 57, 396-399.
10. Evans, D. A.; Lectka, T.; Miller, S. J.; Tetrahedron Lett. 1993, 34, 7027-7030.
11. Evans, D. A.; Miller, S. J.; Lectka, T. J. Am. Chem. Soc. 1993, 115, 6460-6461.
12. Hawkins, J.; Loren, S. J. Am. Chem. Soc. 1991, 113, 7794-7795.
13. Schneider, M.; Engel, N.; Hoenicke, P.; Heinemann G.; Goerisch, H. Angew. Chem., Int. Ed. Engl. 1984, 23, 67-68.
14. Ito, Y. N.; Ariza, X.; Beck, A. K.; Bohac, A.; Ganter, C.; Gawley, R. E.; Kuehnle, F. N.; Tuleja, J.; Wang, Y.-M.; Seebach, D. Helv. Chim. Acta 1994, 77, 2071-2110.
15. Bolm, C.; Gerlach, A.; Dinter, C. L. Synlett 1999, 195-196.
16. Parker, D. J. Chem. Soc., Perkin Trans. 2 1983, 83-88.