N-Acyl ‘Quat’ pyrrolidinone auxiliary as a chiral amide equivalent via direct aminolysis

Journal of the Chemical Society. Perkin Transactions 1

Volumn 2, Issue 16, 2002, Pages 1869-1876

  Davies, Stephen G ^a   Dixon, Darren J ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AGENTS; BENZENE; CARBOXYLIC ACIDS; CHROMATOGRAPHY; DEGRADATION; ESTERS; HYDROLYSIS; IODINE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC SOLVENTS; SOLUTIONS; SPECTROSCOPIC ANALYSIS; SYNTHESIS (CHEMICAL); THERMAL EFFECTS; TITRATION;

BENZYLATION; NUCLEOPHILIC REAGENTS;

AMINES;

EID: 0035982155     PISSN: 14727781     EISSN: 13645463     Source Type: Journal    
DOI: 10.1039/b205326h     Document Type: Article

References (23)

1. P. Arya, H. Qin Tetrahedron 2000, 56, 917.
2. S.G. Davies, G.J.-M. Doisneau, J.C. Prodger, H.J. Sanganee Tetrahedron Lett. 1994, 35.
3. S.G. Davies, D.J. Dixon Synlett 1998, 963.
4. D.J. Dixon, S.G. Davies Chem. Commun. 1996, 1797.
5. S.G. Davies, G.J.-M. Doisneau, J.C. Prodger, H.J. Sanganee Tetrahedron Lett. 1994, 35, 2373.
6. C. Brown, Chirality in Drug Design and Synthesis, Academic Press, London, 1990.
7. Y. Nagao, W.-M. Dai, M. Ochiai, M. Shiro J. Org. Chem. 1989, 54, 5211.
8. Y. Nagao, T. Ikeda, T. Inoue, M. Yagi, M. Shiro, E. Fujita J. Org. Chem. 1985, 50, 4072.
9. Y. Nagao, T. Kumagai, S. Yamada, E. Fujita, Y. Inoue, Y. Nagase, S. Aoyagi, T. Abe J. Chem. Soc., Perkin Trans. 1 1985, 2361.
10. J. Kenyon, H. Phillips, V.P. Pittman J. Chem. Soc. 1935, 1072.
11. D. Parker Chem. Rev. 1991, 91, 1441.
12. E.S. Wallis, J.F. Lane Org. React. 1946, 3, 267.
13. D.A. Evans, L.D. Wu, J.J.M. Wiener, J.S. Johnson, D.H.B. Ripin, J.S. Tedrow J. Org. Chem. 1999, 64, 6411.
14. A.S. Radhakrishna, M.E. Parham, R.M. Riggs, G.M. Loudon J. Org. Chem. 1979, 44, 1747.
15. W. Leithe Chem. Ber. 1932, 65, 660.
16. M.D. Rozwadowska Tetrahedron: Asymmetry 1993, 7, 1619.
17. D.A. Evans, S.L. Bender Tetrahedron Lett. 1986, 7, 799.
18. D.C. Braddock, D. Phil. Thesis, Oxford, 1995.
19. M.-C. Fournie-Zaluski, A. Coulard, R. Bouboutou, P. Chaillet, J. Devin, G. Waksman, J. Costentin, B.P. Roques J. Med. Chem. 1985, 28, 1158.
20. I.S. Blagbrough, P.A. Coates, D.J. Hardick, T. Lewis, M.G. Rowan, S. Wonnacott, B.V.L. Potter Tetrahedron Lett. 1994, 35, 8705.
21. A. Fredenhagen, S.Y. Tamura, P.T.M. Kenny, H. Komura, Y. Naya, K. Nakanishi J. Am. Chem. Soc. 1987, 109, 4409.
22. S. Puertas, F. Robolledo, V. Gotor Tetrahedron 1995, 51, 1495.
23. S.G. Davies, D.J. Dixon, G.J.-M. Doisneau, J.C. Prodger, H.J. Sanganee Tetrahedron: Asymmetry 2002, 13, 647.