N-heterocyclic carbene (NHC) catalyzed synthesis of α,α- difluoro esters

Synlett

Volumn 24, Issue 10, 2013, Pages 1221-1224

  Dong, Xiuqin ^a   Zhao, Yu Ming ^a   Sun, Jianwei ^a  

^a HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Hong Kong)

Author keywords

aldehydes; carbenes; esterification; fluorine; umpolung

Indexed keywords

ACETIC ACID ETHYL ESTER; CARBENE; CARBONYL DERIVATIVE; DICHLOROMETHANE; FUNCTIONAL GROUP; ORGANIC COMPOUND; OXYGEN;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; FLUORINATION; OXIDATION REDUCTION REACTION; REACTION ANALYSIS; SYNTHESIS;

EID: 84878191573     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0033-1338955     Document Type: Article

References (36)

1. Müller K., Faeh C., Diederich F. Science: 2007; 317 1881
2. Purser S., Moore P. R., Swallow S., Gouverneur V. Chem. Soc. Rev.: 2008; 37 320
3. Ma J.-A, Cahard D. Chem. Rev.: 2008; 108 PR1
4. Furuya T., Kamlet A. S., Ritter T. Nature (London): 2011; 473 470
5. Grushin V. V. Acc. Chem. Res.: 2010; 43 160
6. Muñiz K. Angew. Chem. Int. Ed.: 2001; 40 1654
7. Pihko P. M. Angew. Chem. Int. Ed.: 2006; 45 544
8. Roy S., Gregg B. T., Gribble G. W., Le V.-D, Roy S. Tetrahedron: 2011; 67 2161
9. Tomashenko O. A., Grushin V. V. Chem. Rev.: 2011; 111 4475
10. Sato K., Tarui A., Omote M., Ando A., Kumadaki I. Synthesis: 2010; 1865
11. Tozer M. J., Herpin T. F. Tetrahedron: 1996; 52 8619
12. Ni C., Liu J., Zhang L., Hu J. Angew. Chem. Int. Ed.: 2007; 46 786
13. Han C., Kim E. H., Colby D. A. J. Am. Chem. Soc.: 2011; 133 5802
14. Zhao Y., Gao B., Hu J. J. Am. Chem. Soc.: 2012; 134 5790
15. Fujiwara Y., Dixon J. A., Rodriguez R. A., Baxter R. D., Dixon D. D., Collins M. R., Blackmond D. G., Baran P. S. J. Am. Chem. Soc.: 2012; 134 1494
16. Fier P. S., Hartwig J. F. J. Am. Chem. Soc.: 2012; 134 5524
17. Moore C. L., Leatherwood D. D., Diehl T. S., Selkoe D. J., Wolfe M. S. J. Med. Chem.: 2000; 43 3434
18. Tsukamoto T., Kitazume T., McGuire J. J., Coward J. K. J. Med. Chem.: 1996; 39 66
19. Vora H. U., Wheeler P., Rovis T. Adv. Synth. Catal.: 2012; 354 1617
20. Rong Z.-Q, Zhang W., Yang G.-Q, You S.-L. Curr. Org. Chem.: 2011; 15 3077
21. Enders D., Niemeier O., Henseler A. Chem. Rev.: 2007; 107 5606
22. Marion N., Diez-Gonzalez S., Nolan S. P. Angew. Chem. Int. Ed.: 2007; 46 2988
23. Rovis T. Chem. Lett.: 2008; 37 2
24. Phillips E. M., Chan A., Scheidt K. A. Aldrichimica Acta: 2009; 42 55
25. Moore J. L., Rovis T. Top. Curr. Chem.: 2011; 291 77
26. Biju A. T., Kuhl N., Glorius F. Acc. Chem. Res.: 2011; 44 1182
27. Chiang P.-C, Bode J. W. TCI MAIL: 2011; 149 2
28. Nair V., Menon R. S., Biju A. T., Sinu C. R., Paul R. R., Jose A., Sreekumar V. Chem. Soc. Rev.: 2011; 40 5336
29. Vora H. U., Rovis T. Aldrichimica Acta: 2011; 44 3
30. Grossmann A., Enders D. Angew. Chem. Int. Ed.: 2012; 51 314
31. Cohen D. T., Scheidt K. A. Chem. Sci.: 2012; 3 53
32. Bugaut X., Glorius F. Chem. Soc. Rev.: 2012; 41 3511
33. Reynolds N. T., Rovis T. J. Am. Chem. Soc.: 2005; 127 16406
34. Vora H. U., Rovis T. J. Am. Chem. Soc.: 2007; 129 13796
35. Vora H. U., Rovis T. J. Am. Chem. Soc.: 2010; 132 2860
36. Wheeler P., Vora H. U., Rovis T. Chem. Sci.: 2013; 4 1674