Tytuł artykułu
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Abstrakty
Thermal stability of primary sugar allyltin derivatives: Sug-CH=CH-CH2SnBu3 was studied. These organometallics with a pyranose ring are stable up to at least 214°C (boiling trichlorobenzene), while those with a furanose ring undergo already at 180°C a controlled decomposition with elimination of the tributylstannyl moiety and opening of the five-membered ring. The mechanism of this process is discussed.
Słowa kluczowe
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Czasopismo
Rocznik
Tom
Strony
985--994
Opis fizyczny
Bibliogr. 18 poz., rys.
Twórcy
autor
- Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44, 01-224 Warszawa 42, P.O. Box 58, Poland
autor
- Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44, 01-224 Warszawa 42, P.O. Box 58, Poland
autor
- Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44, 01-224 Warszawa 42, P.O. Box 58, Poland
Bibliografia
- 1. HanessianS., Total Synthesis of Natural Products: The Chiron Approach ", Pergamon Press: NY, (1983).
- 2. Hanessian S., Franco J. and Larouche B., Pure Appl. Chem., 62, 1990 (1987).
- 3. Inch T.D., Tetrahedron. 40, 3161 (1984); Ferrier R.J. and Middleton S., Chem. Rev.. 93. 2779 (1993).
- 4. Fraser-Reid B. and Tsang R., “Strategies and Tactics in Organic Synthesis " Academic Press, NY, p. 2 (1989).
- 5. Fraser-Reid B., Acc. Chem. Res., 29. 57 (1996).
- 6. Jarosz S., Kozłowska E. and Jeżewski A. Tetrahedron, 53, 10775 (1997); Jarosz S. and Skóra S. Tetrahedron Asymmetry, 11, 1425 (2000).
- 7. Jarosz S. and Szewczyk K., Tetrahedron Lett., 42, 3021 (2001).
- 8. Jarosz S., J. Chem. Soc., Perkin Trans. I, 3679 (1997); Jarosz S. and Skóra S., Tetrahedron Asymmetry 11, 1433 (2000).
- 9. Kozłowska E. and Jarosz S., J. Carbohydr. Chem., 13, 889 (1994).
- 10. Jarosz S., Tetrahedron, 53, 10765 (1997).
- 11. Jarosz S., Szewczyk K. and Zawisza A., Tetrahedron Asymmetry, 14, 1715 (2003).
- 12. Jarosz S., Skóra S., Szewczyk K. and Ciunik Z., Tetrahedron Asymmetry, 12, 1895 (2001).
- 13. Aebischer B., Bieri J. H., Prewo R. and Vasella A., Helv. Chim. Acta. 65, 2251 (1982); Jarosz S. Krajewski J.W., Zamojski A., Duddeck H. and Kaiser M., Bull. Polish Acad. Chem., 33, 181(1985).
- 14. Lipshutz B.H., Ellsworth E.L., Dimock S.H. and Reuter D.C., Tetrahedron Lett., 30, 2065 (1989).
- 15. Stick R.V., Tilbrook D. and Matthew G., Aust. J. Chem., 43, 1643 (1990).
- 16. Gonda J., Zavacka E., Budesinsky M., Cisarova I. and Podlaha J., Tetrahedron Lett., 41, 525 (2000).
- 17. Krief A., Provins L. and Dumont W,,Angew. Chem. Int. Ed. Engl. Engl.. 38, 1946 (1999).
- 18. Jarosz S., Skóra S. and Szewczyk K., Tetrahedron Asymmetry, 11, 1997 (2000).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ1-0021-0062