Efficient stereoselective preparation of protected isodityrosines

Tetrahedron

Volumn 55, Issue 34, 1999, Pages 10527-10536

  Jørgensen, Kare B ^a   Gautun, Odd R ^a  

^a UNIVERSITY OF TROMSØ   (Norway)

Author keywords

[No Author keywords available]

Indexed keywords

ISODITYROSINE; ISOVANILLIN; TYROSINE DERIVATIVE; TYROSINE METHYL ESTER; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; HYDROGENATION; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; STEREOISOMERISM; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

EID: 0033588360     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00576-1     Document Type: Article

References (39)

1. Rao, A. V. R.; Gurjar, M. K.; Reddy, K. L.; Rao, A. S. Chem. Rev. 1995, 95, 2135.
2. Kase, H.; Kaneko, M.; Yamado, K. J. Antibiot. 1987, 40, 450.
3. (a) Sano, S.; Ikai, K.; Kuroda, H.; Nakamura, T.; Obayashi, A.; Ezure, Y.; Enomoto, H. J. Antibiot. 1986, 39, 1647.
4. (b) Sano, S.; Ikai, K.; Katayama, K.; Takesako, K.; Nakamura, T.; Obayashi, A.; Ezure, Y.; Enomoto, H. ibid. 1986, 39, 1685.
5. (c) Sano, S.; Ueno, M.; Katayama, K.; Nakamura; T.; Obayashi, A. ibid. 1986, 39, 1697.
6. (d) Sano, S.; Ikai, K.; Yoshikawa, Y.; Nakamura, T.; Obayshi, A. ibid. 1987, 40, 512.
7. (e) Sano, S.; Kuroda, H.; Ueno, M.; Yoshikawa, Y.; Nakamura, T.; Obayashi, A. ibid. 1987, 40, 519.
8. (a) Tamai, S.; Kaneda, M.; Nakamura, S. J. Antibiot. 1982, 35, 1130.
9. (b) Kaneda, M.; Tamai, S.; Nakamura, S.; Hirata, T.; Kushi, Y.; Suga, T. ibid. 1982, 35, 1137.
10. (a) Boger, D. L.; Yohannes, D. Tetrahedron Lett. 1989, 30, 2053.
11. (b) Jung, M. E.; Jachiet, D.; Rohloff, J. C. Tetrahedron Lett. 1989, 30, 4211.
12. (c) Boger, D. L.; Yohannes, D. J. Org. Chem. 1990, 55, 6000.
13. (d) Jung, M. E.; Starkey, L. S. Tetrahedron 1997, 53, 8815.
14. (a) Nishiyama, S.; Nakamura, K.; Suzuki, Y.; Yamamura, S. Tetrahedron Lett. 1986, 27, 4481.
15. (b) Inaba, T.; Umezawa, I.; Yuasa, M.; Inoue, T.; Mihashi, S.; Itokawa, H.; Ogura, K. J. Org. Chem. 1987, 52, 2957.
16. (c) Nishiyama, S.; Suzuki, Y.; Yamamura, S. Tetrahedron Lett. 1988, 29, 559.
17. (d) Schmidt, U.; Weller, D.; Holder, A.; Lieberknecht, A. Tetrahedron Lett. 1988, 29, 3227
18. (e) Nishiyama, S.; Suzuki, Y.; Yamamura, S. Tetrahedron Lett. 1989, 30, 379.
19. (f) Boger, D.L.; Yohannes, D. Tetrahedron Lett. 1989, 30, 5061.
20. (g) Evans, D. A.; Ellman, J. Am. Chem. Soc. 1989, 111, 1063.
21. (h) Boger, D. L.; Yohannes, D. J. Org. Chem. 1989, 54, 2489.
22. (i) Boger, D. L.; Yohannes, D. J. Am. Chem. Soc. 1991, 113, 1427.
23. Schmidt, U; Griesser, H.; Leitenberger, V.; Lieberknecht, A.; Mangold, R.; Meyer, R.; Riedel, B. Synthesis 1992, 487.
24. (a) Cutolo, M.; Fiandanese, V.; Naso, F.; Sciacovelli, O. Tetrahedron Lett. 1983, 24, 4603.
25. (b) Harrington, P.J.; Hegedus, L.S. J. Org. Chem. 1984, 49, 2657.
26. (c) Harrington, P.J.; Hegedus, L.S; McDaniel, K.F. J. Am. Chem. Soc. 1987, 109, 4335.
27. (d) Carlstrom, A.-S.; Frejd, T. Synthesis 1989, 414.
28. (e) Carlstrom, A.-S.; Frejd, T. Acta Chem. Scand. 1992, 46, 163.
29. Basu, B.; Chattopadhyay, S. K.; Ritzén, A.; Frejd, T. Tetrahedron: Asymmetry 1997, 8, 1841.
30. Basu, B.; Frejd, T. Acta Chem. Scand. 1996, 50, 316.
31. Ritzén, A.; Basu, B.; Chattopadhyay, S. K.; Dossa, F.; Frejd, T. Tetrahedron: Asymmetry 1998, 9, 503.
32. Ritzén, A.; Basu, B.; Wållberg, A.; Frejd, T. Tetrahedron: Asymmetry 1998, 9, 3491.
33. Schmidt, U. ; Lieberknecht, A.; Wild, J. Synthesis 1984, 53.
34. Shimohigashi, Y.; Nitz, T.J.; Stammer, C.H.; Inubushi, T. Tetrahedron Lett. 1982, 23, 3235.
35. Schmidt, U.; Griesser, H.; Leitenberger, V.; Lieberknecht, A.; Mangold, R.; Meyer, R.; Riedl, B. Synthesis 1992, 487.
36. Burk, M.J.; Feaster, J.E.; Nugent, W.A.; Harlow, R.L. J. Am. Chem. Soc. 1993, 115, 10125.
37. Cacchi, S.; Cianittini, P. G.; Morea, E.; Ortar, G. Tetrahedron Lett. 1987, 28, 3039.
38. Ziegler, C. B.; Heck, R. F. J. Org. Chem. 1978, 43, 2941.
39. Marcoux, J.-F.; Doye, S.; Buchwald, S. L. J. Am. Chem. Soc. 1997, 119, 10539.