Bismuth(III) triflate catalyzed allylation of cyclic acetals and dithianes followed by in situ derivatization to generate highly functionalized esters

Organic Preparations and Procedures International

Volumn 42, Issue 4, 2010, Pages 363-371

  Krabbe, Scott W ^a   Spafford, Matthew J ^a   Mohan, Ram S ^a  

^a ILLINOIS WESLEYAN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BISMUTH(III); CYCLIC ACETALS; DITHIANES; FUNCTIONALIZED; IN-SITU DERIVATIZATION; TRIFLATES;

BISMUTH COMPOUNDS;

EID: 78649728151     PISSN: 00304948     EISSN: 19455453     Source Type: Journal    
DOI: 10.1080/00304948.2010.495652     Document Type: Article

References (24)

1. A. Hosomi, M. Endo and H. Sakurai, Chemistry Lett., 941 (1976).
2. I. Ojima and M. Kumagai, Chemistry Lett., 575 (1978).
3. A. Hosomi, M. Endo and H. Sakurai, Chemistry Lett., 499 (1978).
4. T. Mukaiyama, H. Nagaoka, M. Murakami and M. Ohshima, Chemistry Lett., 977 (1985).
5. M. Kawai, M. Onaka and Y. Izumi, Chemistry Lett., 381 (1986).
6. A. Trehan, A. Vij, M. Walia, G. Kaur, R. D. Verma and S. Trehan, Tetrahedron Lett., 34, 7335 (1993).
7. H. Sakurai, K. Sasaki and A. Hosomi, Tetrahedron Lett., 22, 745 (1981).
8. T. Tsunoda, M. Suzuki and R. Noyori, Tetrahedron Lett., 21, 71 (1980).
9. T. K. Hollis, N. P. Robinson, J. Whelan and B. Bosnich, Tetrahedron Lett., 34, 4309 (1993).
10. M. Kamata, Y. Yokoyama, N. Karasawa, M. Kato and E. Hasegawa, Tetrahedron Lett., 37, 3483 (1996).
11. M. Kamata, S. Nagai, M. Kato and E. Hasegawa, Tetrahedron Lett., 37, 7779 (1996).
12. A. Ishii, O. Kotera, T. Saeki and K. Mikami, Synlett, 1145 (1997).
13. N. Komatsu, M. Uda, H. Suzuki, T. Takahashi, T. Domae and M. Wada, Tetrahedron Lett., 38, 7215 (1997).
14. J. S. Yadav, B. V. Subba Reddy and P. Srihari, Synlett, 673 (2001).
15. P. W. Anzalone, A. R. Baru, E. M. Danielson, P. D. Hayes, M. P. Nguyen, A. F. Panico, R. C. Smith and R. S. Mohan, J. Org. Chem., 70, 2091 (2005).
16. L. C. Weiland, H. M. Zerth and R. S. Mohan, Tetrahedron Lett., 43, 4597 (2002).
17. M. E. Jung and A. Maderna, J. Org. Chem., 69, 7755 (2004).
18. R. Hunter, J. P. Michael and G. D. Tomlinson, Tetrahedron, 50, 871 (1994).
19. S. E. Denmark and N. G. Almstead, J. Org. Chem., 56, 6458 (1991).
20. M. J. Spafford, J. E. Christensen, M. G. Huddle, J. R. Lacey and R. S. Mohan, Australian. J. Chem., 61, 419 (2008).
21. H. Gaspard-Iloughmane and C. Le Roux, Eur. J. Org. Chem., 2517 (2004).
22. N. M. Leonard, L. C. Wieland and R. S. Mohan, Tetrahedron, 58, 8373 (2002).
23. T. W. Greene and P. G. M. Wuts, "Protective Groups in Organic Synthesis", 4th ed., John Wiley and Sons, Inc., NJ, 2007.
24. D. M. Podgorski, S. W. Krabbe, L. Le, P. S. Sierszulski and R. S. Mohan, Synthesis, In Press (2010). Downloaded By