Transesterification of α-amino esters catalyzed by a tetranuclear zinc cluster: Zn 4(OCOCF 3) 6O

Synlett

Volumn , Issue 1, 2012, Pages 137-141

  Maegawa, Yusuke ^a   Agura, Kazushi ^b   Hayashi, Yukiko ^a   Ohshima, Takashi ^b   Mashima, Kazushi ^a  

^a OSAKA UNIVERSITY   (Japan)

^b KYUSHU UNIVERSITY   (Japan)

Author keywords

amino acids; clusters; esters; transesterification; zinc

Indexed keywords

ALPHA AMINO ESTER DERIVATIVE; ESTER DERIVATIVE; MU OXO TETRANUCLEAR ZINC CLUSTER; UNCLASSIFIED DRUG; ZINC DERIVATIVE;

ACYLATION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; DEPROTECTION REACTION; TRANSESTERIFICATION;

EID: 84655162185     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0031-1290096     Document Type: Article

References (39)

1. Jakubke H D., Jeschkeit J, Amino Acids, Peptides and Proteins Macmillan London 1977
2. Beauchamp L M., Orr G F., deMiranda P, Burnette T, Krenitsky T A., Antiviral Chem. Chemother. 1992 3 157
3. Prescovitz M D., Transplant. Rev. 2006 20 82
4. Hansen B V., Gunnarsson P O. G., Mollberg H R., Johansson S A., US 5036062 1991
5. Milioni C, Efthyimiopoulos C, Koch B, Jung L, Jung J, US 4913852 1990
6. Hewawasam P, Chen X, Starrett J E., WO 9938853 1999
7. Otera J, Nishikido J, Esterification 2nd ed. Wiley-VCH Weinheim 2010 25-46
8. Ogliaruso M A., Wolfe J F., Synthesis of Carboxylic Acids, Esters and Their Derivatives John Wiley and Sons New York 1991 145-148
9. Ogliaruso M A., Wolfe J F., Synthesis of Carboxylic Acids, Esters and their Derivatives John Wiley and Sons New York 1991 377-465
10. Dhaon M K., Olsen R K., Ramasamy K, J. Org. Chem. 1982 47 1962
11. Otera J, Chem. Rev. 1993 93 1449
12. Grasa G A., Singh R, Nolan S P., Synthesis 2004 971
13. Hoydonckx H E., DeVos D E., Chavan S A., Jacobs P A., Top. Catal. 2004 27 83
14. Rehberg C E., Fisher C H., J. Org. Chem. 1947 12 226
15. Seebach D, Hungerbuehler E, Naef R, Schnurrenberger P, Weidmann B, Zueger M, Synthesis 1982 138
16. Schnurrenberger P, Züger M F., Seebach D, Helv. Chim. Acta 1982 65 1197
17. Krasik P, Tetrahedron Lett. 1998 39 4223
18. Otera J, Yano T, Kawabata A, Nozaki H, Tetrahedron Lett. 1986 27 2383
19. Otera J, Ioka S, Nozaki H, J. Org. Chem. 1989 54 4013
20. Otera J, Dan-oh N, Nozaki H, J. Org. Chem. 1991 56 5307
21. Otera J, Dan-oh N, Nozaki H, Tetrahedron 1993 49 3065
22. Orita A, Mitsutome A, Otera J, J. Org. Chem. 1998 63 2420
23. Orita A, Hamada Y, Nakano T, Toyoshima S, Otera J, Chem. Eur. J. 2001 7 3321
24. Xiang J, Toyoshima S, Orita A, Otera J, Angew. Chem. Int. Ed. 2001 40 3670
25. Xiang J, Orita A, Otera J, Adv. Synth. Catal. 2002 344 84
26. Xiang J, Orita A, Otera J, J. Org. Chem. 2002 648 246
27. Otera J, Acc. Chem. Res. 2004 37 288
28. Brenner M, Huber W, Helv. Chim. Acta 1953 36 1109
29. Rehwinkel H, Steglich W, Synthesis 1982 826
30. Seebach D, Thaler A, Blaser D, Ko S Y., Helv. Chem. Acta 1991 74 1102
31. Ohshima T, Iwasaki T, Maegawa Y, Yoshiyama A, Mashima K, J. Am. Chem. Soc. 2008 130 2944
32. Iwasaki T, Maegawa Y, Hayashi Y, Ohshima T, Mashima K, J. Org. Chem. 2008 73 5147
33. Iwasaki T, Maegawa M, Hayashi Y, Ohshima T, Mashima K, Synlett 2009 1659
34. Iwasaki T, Agura K, Maegawa Y, Hayashi Y, Ohshima T, Mashima K, Chem. Eur. J. 2010 16 11567
35. Shapiro G, Marzi M, J. Org. Chem. 1997 62 7096
36. Maegawa Y, Ohshima T, Hayashi Y, Agura K, Iwasaki T, Mashima K, ACS Catal. 2011 1 1178
37. Smith G G., Sivakua T, J. Org. Chem. 1983 48 627
38. Matsuo H., Kawazoe Y., Sato M., Ohnishi M., Tatsuno T.; Chem. Pharm. Bull.; 1967, 15: 391
39. Sato M, Tatsuno T, Matsuo H, Chem. Pharm. Bull. 1970 18 1794