Synthesis of Segment C of Tautomycin

Synlett

Volumn 1995, Issue 3, 1995, Pages 285-288

  Jiang, Yimin ^a   Ichikawa, Yoshiyasu ^a   Isobe, Minoru ^a  

^a NAGOYA UNIVERSITY   (Japan)

Author keywords

enantiomer; heteroconjugate addition; pseudoenantiomer; segment C; sulfone; tautomycin

Indexed keywords

EID: 85037469028     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-1995-4937     Document Type: Article

References (29)

1. (a) Cheng, X.-C.; Kihara, T.; Kusakabe, H.; Magae, J.; Kobayashi, Y.; Fang, R.-P.; Ni, Z.-F.; Shen, Y.-C.;Ko, K.; Yamaguchi, I.; Isono, K. J. Antibiot., 1987, 40, 907-909.
2. (b) Ubukata, M.; Cheng, X.-C.; Isobe, M.; Isono, K. J. Chem. Soc. Perkin Trans. 1, 1993, 617-624.
3. (c) Ubukata, M.; Cheng, X.-C.; Isono, K. J. Chem. Soc. Chem. Comm., 1990, 244-246;
4. (d) Cheng, X.-C.; Ubukata, M.; Isono, K. J. Antibiot., 1990, 43, 809-819.
5. (e) Ichikawa, Y.; Isobe, M.; Ubukata, M.; Isono, K. Biosci. Biotech. Biochem., 1993, 57(8), 1382-1383.
6. (a) Oikawa, M.; Oikawa, H.; Ichihara, A. Tetrahedron Lett. 1993, 34, 4797-4800.
7. (b) Oikawa, H.; Oikawa, M.; Ueno, T.; Ichihara, A. Tetrahedron Lett. 1994, 34, 4809-4812.
8. Nakamura, S-I.; Shibasaki, M. Tetrahedron Lett. 1994, 35, 4145-4148.
9. (a) Ichikawa, Y.; Tsuboi, K.; Naganawa, A.; Isobe, M. Synlett, 1993, 907-908.
10. (b) Naganawa, A.; Ichikawa, Y.; Isobe, M. Tetrahedron, 1994, 50, 8969-8982.
11. (a) Isobe, M.; Ichikawa, Y.; Masaki, H.; Goto, T. Tetrahedron Lett., 1984, 25, 3607-3610.
12. (b) Ichikawa, Y.; Isobe, M.; Goto, T. Tetrahedron Lett., 1984, 25, 5049-5052.
13. (c) Ichikawa, Y.; Bai, D-L.; Masaki, H.; Goto, T. Tetrahedron, 1987, 43, 4759-4766.
14. Isobe, M; Jiang, Y-M.; Tetrahedron Lett., in press.
15. (a) Chapleur, Y.; Grapsas, Y.; Carbohydrate Research, 1985, 141, 153-158
16. (a) Ichikawa, Y.; Isobe, M.; Konobe, M.; Goto, T. Carbohydrate Research, 1987, 171, 193-199
17. (b) Tsukiyama, T.; Isobe, M. Tetrahedron Lett., 1992, 33, 7911-7914
18. (c) Tsukiyama, T.; Peters, S.; Isobe, M. Synlett., 1993, 413-415.
19. (a) Tanaka, S.; Tsukiyama, T.; Isobe, M. Tetrahedron Lett., 1993, 34, 5757-5760;
20. (b) Tanaka, S.; Isobe, M. Tetrahedron, 1994, 50, 5633-5644.
21. (a) Isobe, M.; Kitamura, M.; Goto, T. Tetrahedron Lett., 1980, 21, 4727- 4730
22. (b) Isobe, M.; Ichikawa, Y. et al. Tetrahedron, 1986, 42, 2863-2872;
23. (c) Ichikawa, Y.; Isobe, M. et al. Tetrahedron, 1987, 43, 4759-4766.
24. Verheyden, J. P. H.; Moffatt, J. G. J. Org. Chem., 1970, 35, 2319-2326.
25. Isobe, M.; Yamamoto, N.; Nishikawa, T. Levoglucosenone and Levoglucosans, Chemistry and Applications" Ed. by Witczak, Z. J. [ATL Press, Inc. Mount Prospect, IL, USA] 1994, 99-118.
26. (a) Mitsunobu, O.; Yamada, M. Bull. Chem. Soc. Japan, 1967, 40, 2380-2382.
27. (b) Mitsunobu, O.; Eguchi, M. Bull. Chem. Soc. Japan, 1971, 44, 3427-3430.
28. Mahoney, W. S.; Brestensky, D. M.; Stryker, J. M. J. Am. Chem. Soc. 1988, 110, 291-293.
29. Tsuji, J. "Wacker oxidation and related reaction" in Comprehensive Organic Synthesis 1991, 449-468.