Dynamic kinetic resolution with enzyme and palladium combinations

Tetrahedron Letters

Volumn 37, Issue 11, 1996, Pages 1859-1862

  Allen, Joanne V ^a   Williams, Jonathan M J ^a  

^a LOUGHBOROUGH UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

2 CYCLOHEXENOL DERIVATIVE; CYCLOHEXENE DERIVATIVE; HYDROLASE; UNCLASSIFIED DRUG;

ARTICLE; DRUG PURIFICATION; ENANTIOMER; ENZYME ACTIVITY; MOLECULAR DYNAMICS; TECHNIQUE;

EID: 0029968623     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00136-0     Document Type: Article

References (10)

1. For a recent review on dynamic resolution processes, see; Ward, R. S. Tetrahedron: Asymmetry, 1995, 6, 1475.
2. For example, see; Kim, M-J; Cho, H. J. Chem. Soc., Chem. Commun., 1992, 1411.
3. Johnson, C. R.; Sakaguchi, H. Synlett, 1992, 813. Johnson, C. R.; Adams, J. P.; Braun, M. P.; Senanayake, C. B.; Wovkulich, P. M.; Uskokovic, M. R. Tetrahedron Lett., 1992, 33, 917.
4. Johnson, C. R.; Sakaguchi, H. Synlett, 1992, 813. Johnson, C. R.; Adams, J. P.; Braun, M. P.; Senanayake, C. B.; Wovkulich, P. M.; Uskokovic, M. R. Tetrahedron Lett., 1992, 33, 917.
5. Based on enzyme selectivity models, (+)-6 may have (R)-stereochemistry, and (-)-8 may have (S)-stereochemistry. Kazlauskas, R. J.; Weissfloch, A. N. E.; Rappaport, A. T.; Cuccia, L. A. J. Org. Chem., 1991, 56, 2656. Gupta, A. K.; Kazlauskas, R. J. Tetrahedron:Asymmetry, 1993, 4, 879.
6. Based on enzyme selectivity models, (+)-6 may have (R)-stereochemistry, and (-)-8 may have (S)-stereochemistry. Kazlauskas, R. J.; Weissfloch, A. N. E.; Rappaport, A. T.; Cuccia, L. A. J. Org. Chem., 1991, 56, 2656. Gupta, A. K.; Kazlauskas, R. J. Tetrahedron:Asymmetry, 1993, 4, 879.
7. Kato, M.; Kageyama, M.; Tanaka, R.; Kuwahara, K.; Yoshikoshi, A. J. Org. Chem., 1975, 40, 1932.
8. For a review of palladium(0) catalysed allylic substitution reactions, see: Frost, C. G.; Howarth, J.; Williams, J. M. J. Tetrahedron: Asymmetry, 1992, 3, 1089.
9. For a review on the palladium(II) catalysed 1,3-acetate shift see; Overman, L. E. Angew. Chem., Int. Ed. Engl., 1984, 23, 579.
10. Clayden, J.; Warren, S. J. Chem. Soc., Perkin Trans. 1, 1993, 2913.