Chemoenzymatic synthesis of both enantiomers of 4-acetoxy-2-hydroxymethyl- cyclohex-2-en-1-one

Tetrahedron Asymmetry

Volumn 15, Issue 17, 2004, Pages 2641-2645

  Demir, Ayhan S ^a   Senocak, Deniz ^a  

^a MIDDLE EAST TECHNICAL UNIVERSITY   (Turkey)

Author keywords

[No Author keywords available]

Indexed keywords

4 ACETOXY 2 HYDROXYMETHYLCYCLOHEX 2 EN 1 ONE; 4,6,7,8 TETRAHYDROBENZO[1,3]DIOXIN 5 ONE; BENZENE DERIVATIVE; CYCLOHEXANE DERIVATIVE; DIHYDRORESORCINOL; MANGANESE ACETATE; MANGANESE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ENANTIOMER; HYDROLYSIS; PRIORITY JOURNAL; REDUCTION; SYNTHESIS;

EID: 4444362215     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2004.07.028     Document Type: Article

References (31)

1. G.M. Coppola, and H.F. Schuster β-Hydroxy Acids in Enantioselective Synthesis 1997 VCH Weinheim
2. F.A. Davies, and B.C. Chen Chem. Rev. 92 1992 919
3. T. Hashiyama, K. Morikawa, and K.B. Sharpless J. Org. Chem. 57 1992 5067
4. R.L. Knight, and F.J. Leeper J. Chem. Soc., Perkin Trans. 1 1998 1891
5. S. Arseniyadis, R. Brondi Alves, Q. Wang, D.V. Yashunsky, and P. Potier Tetrahedron Lett. 35 1994 7949
6. S. Arseniyadis, R. Brondi Alves, D.V. Yashunsky, P. Potier, and L. Toupet Tetrahedron 53 1997 1003
7. R. Dunlop, A. Simon, K. Sivasithamparam, and E. Ghisalberti J. Nat. Prod. 52 1989 67
8. E. Ghisalberti, and C. Rowland J. Nat. Prod. 56 1993 1799
9. G. Liu, and Z.Q. Wang Synthesis 2001 119
10. M.A. Hayes, S.K. Wrigley, I. Chetland, E.E. Reynolds, A.M. Ainsworth, D.V. Renno, M.A. Latif, X. Cheng, and D.J. Hupe J. Antibiot. 49 1996 505
11. J.G. Urones, D. Diez, P.M. Gomez, I.S. Marcos, P. Basabe, and R.F. Moro Nat. Prod. Lett. 11 1998 145
12. J.G. Urones, D. Diez, P.M. Gomez, I.S. Marcos, P. Basabe, and R.F. Moro J. Chem. Soc., Perkin Trans. 1 1997 1815
13. L. Garlaschelli, G. Mellerio, and G. Vidari Tetrahedron 45 1989 7379
14. K. Mori, and H. Takaishi Liebigs Ann. Chem. 9 1989 939
15. T. Kida, H. Shibai, and H. Seto J. Antibiot. 39 1986 613
16. G.A. Kraus, and X. Wang Bioorg. Med. Chem. Lett. 10 2000 895
17. A.S. Demir, O. Reis, and A.C. Igdir Tetrahedron 60 2004 3427
18. A.S. Demir, N. Camkerten, Z. Gercek, N. Duygu, O. Reis, and E. Arikan Tetrahedron 55 1999 2441
19. A.S. Demir, N. Çamkerten, H. Akgün, C. Tanyeli, A.S. Mahasneh, and D.S. Watt Synth. Commun. 20 1990 2279
20. A.S. Demir, and O. Sesenoglu Org. Lett. 4 2002 2021
21. A.S. Demir, and O. Sesenoglu Tetrahedron: Asymmetry 13 2002 667
22. A.S. Demir, H. Hamamci, O. Sesenoglu, F. Aydogan, D. Capanoglu, and R. Neslihanoglu Tetrahedron: Asymmetry 12 2001 1953
23. A.S. Demir, H. Findik, and E. Káse Tetrahedron: Asymmetry 15 2004 777
24. A.S. Demir, A. Aybey, O. Sesenoglu, and F. Polat Tetrahedron: Asymmetry 14 2003 1489
25. D.R. Adams, and S.P. Bhatnagar Synthesis 1977 661
26. E. Arundale, and L.A. Mikeska Chem. Rev. 51 1952 505
27. A.B. Smith III, B.D. Dorsey, M. Ohba, A.T. Lupo Jr., and M.S. Malamas J. Org. Chem. 53 1988 4314
28. K.L. Chandra, P. Saravanan, R.K. Singh, and V.K. Singh Tetrahedron 58 2002 1369
29. H. Kajiro, S. Mitamura, A. Mori, and T. Hiyama Synlett 1998 51
30. S. Kobayashi Synlett 1994 689
31. C.-S. Chen, Y. Fujimoto, G. Girdaukas, and C.J. Sih J. Am. Chem. Soc. 104 1982 7294