Hydrophobic amplification of noncovalent organocatalysis

Chemical Communications

Volumn , Issue 41, 2006, Pages 4315-4317

  Kleiner, Christian M ^a   Schreiner, Peter R ^a  

^a JUSTUS LIEBIG UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EPOXIDE; WATER;

ARTICLE; CATALYSIS; COMPLEX FORMATION; HYDROGEN BOND; HYDROPHOBICITY; MOLECULAR STABILITY; QUANTUM YIELD; REACTION ANALYSIS; RING OPENING; STEREOSPECIFICITY; THERMODYNAMICS;

EID: 33750042859     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b605850g     Document Type: Article

References (37)

1. A. Lubineau J. Augé Top. Curr. Chem. 1999 206 1 39
2. A. Lubineau J. Augé Y. Queneau Synthesis 1994 741 760
3. P. A. Grieco Aldrichimica Acta 1991 24 59 66
4. C.-J. Li and T.-H. Chan, Organic Reactions in Aqueous Media, Wiley & Sons, New York, 1997
5. M. C. Pirrung Chem.-Eur. J. 2006 12 1312 1317
6. M. C. Pirrung K. Das Sarma Tetrahedron 2005 61 11456 11472
7. M. C. Pirrung K. Das Sarma J. Am. Chem. Soc. 2004 126 444 445
8. D. L. Severance W. L. Jorgensen J. Am. Chem. Soc. 1992 114 10966 10968
9. C. Reichardt, Solvents and Solvent Effects in Organic Chemistry, Wiley-VCH, Weinheim, 3 edn, 2003
10. W. Blokzijl J. Engberts M. J. Blandamer J. Am. Chem. Soc. 1990 112 1197 1201
11. R. Breslow Acc. Chem. Res. 1991 24 159 164
12. F. Franks, Water-A Matrix of Life, Royal Society of Chemistry, Cambridge, UK, 2 edn, 2000
13. W. Blokzijl J. B. F. N. Engberts Angew. Chem., Int. Ed. Engl. 1993 32 1545 1579
14. J. B. F. N. Engberts Pure Appl. Chem. 1995 67 823 828
15. W. Blokzijl M. J. Blandamer J. B. F. N. Engberts J. Am. Chem. Soc. 1991 113 4241 4246
16. R. Breslow Acc. Chem. Res. 2004 37 471 478
17. S. Otto J. Engberts Org. Biomol. Chem. 2003 1 2809 2820
18. S. Kobayashi Synlett 1994 689 701
19. S. Otto J. B. F. N. Engberts Tetrahedron Lett. 1995 36 2645 2648
20. K. Ishihara N. Hanaki M. Funashi M. Miyata H. Yamamoto Bull. Chem. Soc. Jpn. 1995 68 1721 1730
21. P. R. Schreiner Chem. Soc. Rev. 2003 32 289 296
22. Y. Takemoto Org. Biomol. Chem. 2005 3 4299 4306
23. M. S. Taylor E. N. Jacobsen Angew. Chem., Int. Ed. 2006 45 1520 1543
24. M. Etter Acc. Chem. Res. 1990 23 120 126
25. D. P. Curran L. H. Kuo J. Org. Chem. 1994 59 3259 3261
26. D. P. Curran L. H. Kuo Tetrahedron Lett. 1995 36 6647 6650
27. C. S. Wilcox E. Kim D. Romano L. H. Kuo A. L. Burt D. P. Curran Tetrahedron Lett. 1995 51 621 634
28. J. Hine S. M. Linden V. M. Kanagasabapathy J. Am. Chem. Soc. 1985 107 1082 1083
29. J. Hine S. M. Linden V. M. Kanagasabapathy J. Org. Chem. 1985 50 5096 5099
30. Y. Huang A. K. Unni A. N. Thadani V. H. Rawal Nature 2003 424 146
31. A. Wittkopp and P. R. Schreiner, in The Chemistry of Dienes and Polyenes, ed., Z. Rappoport,, John Wiley & Sons, Chichester, 2000, vol. 2, pp. 1029-1088
32. P. R. Schreiner A. Wittkopp Org. Lett. 2002 4 217 220
33. A. Wittkopp P. R. Schreiner Chem.-Eur. J. 2003 9 407 414
34. N. Azizi M. R. Saidi Org. Lett. 2005 7 3649 3651
35. G. Graziano J. Chem. Phys. 2004 121 1878 1882
36. G. Graziano Chem. Phys. Lett. 2004 396 226 231
37. S. Narayan J. Muldoon M. G. Finn V. V. Fokin H. C. Kolb K. B. Sharpless Angew. Chem., Int. Ed. 2005 44 3275 3279