C-C bond formation from alcohols and malonate half esters using borrowing hydrogen methodology

Tetrahedron Letters

Volumn 49, Issue 52, 2008, Pages 7413-7415

  Pridmore, Simon J ^a   Williams, Jonathan M J ^a  

^a University of Bath   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ESTER; HYDROGEN; MALONIC ACID;

ALKYLATION; ARTICLE; CHEMICAL BOND; CHEMICAL REACTION;

EID: 55549113515     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.10.059     Document Type: Article

References (29)

1. Howells R.D., and McCown J.D. Chem. Rev. 77 (1977) 69
2. Hamid M.H.S.A., Slatford P.A., and Williams J.M.J. Adv. Synth. Catal. 349 (2007) 1555
3. Guillena G., Ramón D.J., and Yus M. Angew. Chem., Int. Ed. 46 (2007) 2358
4. Slatford P.A., Whittlesey M.K., and Williams J.M.J. Tetrahedron Lett. 47 (2006) 6787
5. For examples of borrowing hydrogen applied to the formation of C-N bonds, see:. Hamid M.H.S.A., and Williams J.M.J. Chem. Commun. (2007) 725
6. Hamid M.H.S.A., and Williams J.M.J. Tetrahedron Lett. 48 (2007) 8263
7. Cho C.S., Kim B.T., Kim T.J., and Shim S.C. J. Org. Chem. 66 (2001) 9020
8. Martínez R., Ramón D.J., and Yus M. Tetrahedron 62 (2006) 8982
9. Löfberg C., Grigg R., Whittaker M.A., Keep A., and Derrick A. J. Org. Chem. 71 (2006) 8023
10. Morita M., Obora Y., and Ishii Y. Chem. Commun. (2007) 2850
11. Black P.J., Cami-Kobeci G., Edwards M.G., Slatford P.A., Whittlesey M.K., and Williams J.M.J. Org. Biomol. Chem. (2006) 116
12. Edwards M.G., and Williams J.M.J. Angew. Chem., Int. Ed. 41 (2002) 4740
13. Edwards M.G., Jazzar R.F.R., Paine B.M., Shermer D.J., Whittlesey M.K., Williams J.M.J., and Edney D.D. Chem. Commun. (2004) 90
14. Burling S., Paine B.M., Nama D., Brown V.S., Mahon M.F., Prior T.J., Pregosin P.S., Whittlesey M.K., and Williams J.M.J. J. Am. Chem. Soc. 129 (2007) 1987
15. Klein J., and Bergman E.D. J. Am. Chem. Soc. 79 (1957) 3452
16. List B., Doehring A., Hechavarria Fonesca M.T., Job A., and Rios Torres R. Tetrahedron 62 (2006) 476
17. Freixa Z., and van Leeuwen P.W.N.M. Dalton Trans. (2003) 1890
18. Pridmore S.J., Slatford P.A., and Williams J.M.J. Tetrahedron Lett. 48 (2007) 5111
19. Pridmore S.J., Slatford P.A., Daniel A., Whittlesey M.K., and Williams J.M.J. Tetrahedron Lett. 48 (2007) 5115
20. Wise N.J., and Williams J.M.J. Tetrahedron Lett. 48 (2007) 3639
21. Anand N., Owston N.A., Parker A.J., Slatford P.A., and Williams J.M.J. Tetrahedron Lett. 48 (2007) 7761
22. Owston N.A., Parker A.J., and Williams J.M.J. Chem. Commun. (2008) 624
23. Chowdhury R.L., and Backvall J.-E. Chem. Commun. (1991) 1064
24. Cho C.S., Kim D.Y., and Shim S.C. Bull. Korean Chem. Soc. 26 (2005) 802
25. Fujita K., and Yamaguchi R. Synlett (2005) 560
26. Adair G.R.A., and Williams J.M.J. Tetrahedron Lett. 46 (2005) 8233 and references cited therein
27. Hall M.I., Pridmore S.J., and Williams J.M.J. Adv. Synth. Catal. 350 (2008) 1975
28. 3) δ 173.3, 141.0, 130.6, 128.9, 126.6, 60.9, 36.3, 31.4, 14.6.
29. 3) δ 172.7, 143.5, 127.2, 125.1, 123.9, 60.8. 36.5, 25.5, 14.6.