Combining chiral elements: A novel approach to asymmetric phase-transfer catalyst design

Tetrahedron Letters

Volumn 46, Issue 34, 2005, Pages 5703-5705

  Kowtoniuk, Walter E ^a   MacFarland, Darren K ^a   Grover, Gregory N ^a  

^a GETTYSBURG COLLEGE   (United States)

Author keywords

Asymmetric phase transfer catalysis

Indexed keywords

ESTER DERIVATIVE; GLYCINE; IMINE;

ALKYLATION; ARTICLE; CATALYSIS; CATALYST; CHIRALITY; ENANTIOSELECTIVITY;

EID: 22644433487     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.06.084     Document Type: Article

References (36)

1. E.V. Dehmlow, and S.S. Dehmlow Phase Transfer Catalysis 3rd, rev. and enl. ed. 1993 VCH Weinheim, New York
2. R.A. Jones Quaternary Ammonium Salts: Their Use in Phase Transfer Catalysis 2001 Academic Press San Diego
3. C.M. Starks, C.L. Liotta, and M. Halpern Phase-Transfer Catalysis: Fundamentals, Applications and Industrial Perspectives 1994 Chapman and Hall New York
4. A. Nelson Angew. Chem., Int. Ed. 38 1999 1583 1585
5. B. Lygo, and B.I. Andrews Acc. Chem. Res. 37 2004 518 525
6. C. Carter, and A. Nelson Org. Synth. Highlights V 2003 125 133
7. M.J. O'Donnell Acc. Chem. Res. 37 2004 506 517
8. T. Ooi, and K. Marouka Acc. Chem. Res. 37 2004 526 533
9. M.J. O'Donnell, W.D. Bennett, and S. Wu J. Am. Chem. Soc. 111 1989 2353 2355
10. M.J. O'Donnell, and S. Wu Tetrahedron: Asymmetry 3 1992 587 590
11. B. Lygo, and P. Wainwright Tetrahedron Lett. 38 1997 8595 8598
12. E.J. Corey, F. Xu, and M.C. Noe J. Am. Chem. Soc. 119 1997 12414 12415
13. E.J. Corey, Y. Bo, and J. Busch-Petersen J. Am. Chem. Soc. 120 1998 13000 13001
14. S. Elango, M. Venugopal, P.S. Suresh, and Eni Tetrahedron 61 2005 1443 1447
15. T. Ooi, M. Takeuchi, M. Kameda, and K. Maruoka J. Am. Chem. Soc. 122 2000 5228 5229
16. T. Ooi, Y. Uematsu, M. Kameda, and K. Maruoka Angew. Chem., Int. Ed. 41 2002 1551 1554
17. T. Ooi, M. Kameda, and K. Maruoka J. Am. Chem. Soc. 125 2003 5139 5151
18. T. Hashimoto, Y. Tanaka, and K. Marouka Tetrahedron: Asymmetry 14 2003 1599 1602
19. L. Ducry, and F. Diederich Helv. Chim. Acta 82 1999 981 1004
20. S. Shirakawa, K. Yamamoto, M. Kitamura, T. Ooi, and K. Marouka Angew. Chem., Int. Ed. 44 2005 625 628
21. M. Kitamura, S. Shirakawa, and K. Marouka Angew. Chem., Int. Ed. 44 2005 1549 1551
22. T. Ooi, M. Takeuchi, D. Kato, Y. Uematsu, E. Tayama, D. Sakai, and K. Marouka J. Am. Chem. Soc. 127 2005 5073 5083
23. B. Lygo, B. Allbutt, and S.R. James Tetrahedron Lett. 44 2003 5629 5632
24. S. Arai, R. Tsuji, and A. Nishida Tetrahedron Lett. 43 2002 9535 9537
25. A. Loupy, and A. Zaparucha Tetrahedron Lett. 34 1993 473 476
26. S. Kumar, and U. Ramachandran Tetrahedron 61 2005 4141 4148
27. T. Shibuguchi, Y. Fukuta, Y. Akachi, A. Sekine, T. Ohshima, and M. Shibasaki Tetrahedron Lett. 43 2002 9539 9543
28. H.-g. Park, B.-S. Jeong, M.-S. Yoo, J.-H. Lee, M.-k. Park, Y.-J. Lee, M.-J. Kim, and S.-s. Jew Angew. Chem., Int. Ed. 41 2002 3036 3038
29. W.E. Kowtoniuk, M.E. Rueffer, and D.K. MacFarland Tetrahedron: Asymmetry 15 2004 151 154
30. M.E. Rueffer, L.K. Fort, and D.K. MacFarland Tetrahedron: Asymmetry 15 2004 3297 3300
31. I.D.P. Williams, F. Steven, K.B. Sharpless, and S.J. Lippard J. Am. Chem. Soc. 106 1984 6430 6431
32. S.S. Woodard, M.G. Finn, and K.B. Sharpless J. Am. Chem. Soc. 113 1991 106 113
33. H.B. Kagan, and T.P. Dang J. Am. Chem. Soc. 94 1972 6429 6433
34. T. Ohshima, T. Shibuguchi, Y. Fukuta, and M. Shibasaki Tetrahedron 60 2004 7743 7754
35. G.G. Evans J. Org. Chem. 73 1951 5230 5234
36. G.V. Shustov, and A. Rauk Tetrahedron Lett. 36 1995 5449 5452