Convenient synthesis of alcohol O-hemiesters using isopropenyl esters as acylating reagents: Synthesis of hydrophilic oxaunomycin 10-O-hemiester derivatives

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 21, 1993, Pages 2639-2649

  Kita, Yasuyuki ^a   Maeda, Hiroshi ^a   Takahashi, Fumie ^a   Fukui, Seiji ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0342307757     PISSN: 14727781     EISSN: None     Source Type: Journal    
DOI: 10.1039/p19930002639     Document Type: Article

References (29)

1. R. Yamamoto S. Fujisawa M. Kawamura Yakugaku Zasshi 91 855
2. H. Minlon, U.S. Pat. 366 2 656, 1971
3. H. Minlon Chem. Abstr. 48 10794b 1954
4. J.G. Baxter C.D. Robeson J.D. Taylor R.W. Lehman J. Am. Chem. Soc. 1943 65 918
5. M. Israel P.G. Potti R. Seshadri J. Med. Chem. 1985 28 1223
6. T. Tsuchiya Y. Takagi S. Umezawa T. Takeuchi K. Komuro C. Nosaka H. Umezawa S. Fukatsu T. Yoneta J. Antibiot. For similar acylating reagents, see: 1988 41 988
7. N.F. Magri D.G.I. Kingston J. Nat. Prod. 1988 51 298
8. H.M. Deutsch J.A. Glinski M. Hernandez R.D. Haugwitz V.L. Narayanan M. Suffness L.H. Zalkow J. Med. Chem. 1989 32 788
9. J.W. Hill W.H. Carothers J. Am. Chem. Soc. 1933 55 5023
10. Y. Kita H. Maeda F. Takahashi S. Fukui J. Chem. Soc., Chem. Commun. 410 1993
11. Y. Tamura J. Haruta S. Okuyama Y. Kita Tetrahedron Lett. 3737 1978
12. Y. Kita J. Haruta H. Tagawa Y. Tamura J. Org. Chem. 1980 45 4519
13. Y. Kita J. Haruta H. Yasuda K. Fukunaga Y. Shirouchi Y. Tamura J. Org. Chem. 1982 47 2697
14. Y. Kita S. Akai N. Ajimura M. Yoshigi T. Tsugoshi H. Yasuda Y. Tamura J. Org. Chem. 1986 51 4150
15. Y. Kita S. Akai M. Yamamoto M. Taniguchi Y. Tamura Synthesis 334 1989
16. R.P. Linstead B.C.L. Weedon B. Wlandislaw J. Chem. Soc. 1097 1955
17. J. Cason Org. Synth., Coll. Vol. 3, 169 1955
18. J.H. Short U. Biermacher Chim. Ther. 456 1966
19. G.T. Morgan E. Walton J. Chem. Soc. 290 1935
20. E.S. Rothman S. Serota D. Swern J. Org. Chem. 1966 31 629
21. P. Sieber Helv. Chim. Acta 1977 60 2711
22. H. Gerlach Helv. Chim. Acta 1977 60 3039
23. Y. Kita H. Maeda M. Kirihara Y. Fujii T. Nakajima H. Yamamoto H. Fujioka Tetrahedron Lett. 1990 31 7173
24. Y. Kita H. Maeda M. Kirihara Y. Fujii T. Nakajima H. Yamamoto Y. Tamura H. Fujioka Chem. Pharm. Bull. 1992 40 61
25. A. Yoshimoto S. Fujii O. Johdo K. Kubo T. Ishikura H. Naganawa T. Sawa T. Takeuchi H. Umezawa J. Antibiot. 1986 39 902
26. Y. Kimura M. Suzuki T. Matsumoto R. Abe S. Terashima Bull. Chem. Soc. Jpn. 1986 59 423
27. K.-D. Ok T. Takagi T. Tsuchiya S. Umezawa H. Umezawa Carbohydr. Res. 1987 169 69
28. J. Davoll B. Lythgoe J. Chem. Soc. 2526 1949
29. F.G. Baddar L.S. El-Assal J. Chem. Soc. 3606 1950