Preparation and wittig reactions of organotrifluoroborato phosphonium ylides

Organic Letters

Volumn 9, Issue 5, 2007, Pages 821-824

  Molander, Gary A ^a   Ham, Jungyeob ^a,b   Canturk, Belgin ^a  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

^b Korea Institute of Science and Technology   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ORGANOPHOSPHORUS COMPOUND; POTASSIUM;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY;

ALDEHYDES; MOLECULAR STRUCTURE; ORGANOPHOSPHORUS COMPOUNDS; POTASSIUM;

EID: 33947157201     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol063043e     Document Type: Article

References (32)

1. (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
2. (b) Suzuki, A. J. Organomet. Chem. 1999, 576, 147.
3. (c) Kotha, S.; Lahiri, K.; Kashinath, D. Tetrahedron 2002, 58, 9633.
4. (d) Suzuki, A.; Brown, H. C. Organic Syntheses via Boranes; Aldrich Chemical Company, Inc.: Milwaukee, 2003; Vol. 3.
5. (e) Suzuki, A. Proc. Jpn. Acad., Ser. B 2004, 80, 359.
6. (f) Suzuki, A. Chem. Commun. 2005, 4759.
7. (g) Netherton, M. R.; Dai, C.; Neuschütz, K.; Fu, G. C. J. Am. Chem. Soc. 2001, 123, 10099.
8. (h) Kirchhoff, J. H.; Dai, C.; Fu, G. C. Angew. Chem., Int. Ed. 2002, 41, 1945.
9. (i) Chemler, S. R.; Trauner, D.; Danishefsky, S. J. Angew. Chem., Int. Ed. 2001, 40, 4544 and references therein.
10. (j) Nicolaou, K. C.; Bulger, P. G.; Sarlah, D. Angew. Chem., Int. Ed. 2005, 44, 4442.
11. (a) Barder, T. E.; Buchwald, S. L. Org. Lett. 2007, 9, 137.
12. (b) Hall, D. G., Ed. Boronic Acids; Wiley-VCH: Weinheim, 2005.
13. (b) Onak, T. Organoborane Chemistry; Academic Press: New York, 1975.
14. Jin, B.; Liu, Q.; Sulikowski, G. A. Tetrahedron 2005, 61, 401.
15. (a) Molander, G. A.; Figueroa, R. Aldrichimica Acta 2005, 38, 49.
16. (b) Genêt, J.-P. Eur. J. Org. Chem. 2002, 3552.
17. (c) Molander, G. A.; Ellis, N. M. Acc. Chem. Res., published online January 26, 2007 http://dx.doi.org/10.1021/ar050199q.
18. Molander, G. A.; Ribagorda, M. J. Am. Chem. Soc. 2003, 125, 11148.
19. Molander, G. A.; Figueroa, R. Org. Lett. 2006, 8, 75.
20. Molander, G. A.; Ham, J. Org. Lett. 2006, 8, 2031.
21. Molander, G. A.; Ham, J. Org. Lett. 2006, 8, 2767.
22. Molander, G. A.; Petrillo, D. E. J. Am. Chem. Soc. 2006, 128, 9634.
23. Molander, G. A.; Ellis, N. M. J. Org. Chem. 2006, 71, 7491.
24. Wittig: (a) Lautens, M.; Mancuso, J. J. Org. Chem. 2004, 69, 3478.
25. (b) Lautens, M.; Marquardt, T. J. Org. Chem. 2004, 69, 4607.
26. (c) Kobayashi, Y.; Tokoro, Y.; Watatani, K. Tetrahedron Lett. 1998, 39, 7537.
27. (d) Kobayashi, Y.; Tokoro, Y.; Watatani, K. Eur. J. Org. Chem. 2000, 3825.
28. Horner-Wittig-Emmons: (a) Schmidt, U.; Leitenberger, V.; Griesser, H.; Schmidt, J.; Meyer, R. Synthesis 1992, 1248.
29. (b) Park, K. C.; Yoshino, K.; Tomiyasu, H. Synthesis 1999, 2041.
30. (c) Busnel, O.; Carreaux, F.; Carboni, B.; Pethe, S.; Goff, S. V.-L.; Mansuy, D.; Boucher, J.-L. Bioorg. Med. Chem. 2005, 13, 2373.
31. (d) Gopalarathnam, A.; Nelson, S. G. Org. Lett. 2006, 8, 7.
32. Molander, G. A.; Figueroa, R. J. Org. Chem. 2006, 71, 6135.