Conformational studies of (-)-epicatechin-Mosher ester

Tetrahedron Letters

Volumn 48, Issue 15, 2007, Pages 2769-2773

  Brand, D J ^a   Steenkamp, J A ^a   Brandt, E V ^a   Takeuchi, Y ^b  

^a UNIVERSITY OF THE FREE STATE   (South Africa)

^b UNIVERSITY OF TOYAMA   (Japan)

Author keywords

CFTA; Epicatechin; Flavonoid; Flavonol; Hyperconjugation; Mosher ester; MTPA

Indexed keywords

EPICATECHIN; ESTER;

AB INITIO CALCULATION; ARTICLE; CRYSTAL STRUCTURE; DRUG CONFORMATION; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 33947154314     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.02.048     Document Type: Article

References (16)

1. Seco J.M., Quinoa E., and Riguera R. Chem. Rev. 104 (2004) 17-117
2. Dale J.A., and Mosher H.S. J. Am. Chem. Soc. 95 (1973) 512-519
3. Ohtani I., Kusumi T., Kashman Y., and Kakisawa H. J. Am. Chem. Soc. 113 (1991) 4092-4096
4. Merckx E.M., Vanhoeck L., Lepoivre J.A., and Alderwiereldt F.C. Spectrosc. Int. J. (1983) 30-42
5. Pophristic V., and Goodman L. Nature 411 (2001) 565-568
6. Laube T. Acc. Chem. Res. 28 (1995) 399-405
7. Lambert J.B., and Robert A.S. J. Am. Chem. Soc. 114 (1992) 10246-10248
8. Koppel I.A., Pohl V., Koppel I.A., and Anvia F. J. Am. Chem. Soc. 116 (1994) 8654-8657
9. Weinhold F. In: Schleyer P.v.R. (Ed). The Encyclopedia of Computational Chemistry (1998), John Wiley & Sons, Chichester 1792-1811
10. Apeloig Y. J. Chem. Soc., Chem. Commun. (1981) 396-398
11. Craig N.C., and Entemann E.A. J. Am. Chem. Soc. 83 (1961) 3047-3050
12. Schleyer P.v.R., and Kos A.J. Tetrahedron 39 (1983) 1141-1150
13. Bondi A. J. Phys. Chem. 68 (1964) 441-451
14. Cantrell J.S. Plant Flavonoids in Biology and Medicine: Biochemical, Pharmacological and Structure-Activity Relationships (1986) 391-394
15. Jiang R., Ye W., Woo K., Du J., Che C., But P.P., and Mak T.C.W. J. Mol. Struct. 642 (2002) 77-84
16. Takeuchi Y., Fujisawa H., and Noyori R. Org. Lett. 6 (2004) 4607-4610