Improved procedure for the room temperature asymmetric phase-transfer mediated epoxidation of α,β-unsaturated ketones

Author:

Lygo Barry,To Daniel C.M

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference10 articles.

1. For a recent review on the asymmetric epoxidation of electron-deficient alkenes, see: Porter, M. J.; Skidmore, J. Chem. Commun.2000, 1215.

2. For other applications of N-anthracenylmethyl substituted Cinchona alkaloids in enantioselective phase-transfer catalysed processes, see: (a) Lygo, B.; Wainwright, P. G. Tetrahedron Lett.1997, 38, 8595; (b) Corey, E. J.; Xu, F.; Noe, M. C. J. Am. Chem. Soc.1997, 119, 12414; (c) Corey, E. J.; Noe, M. C.; Xu, F. Tetrahedron Lett.1998, 39, 5347; (d) O'Donnell, M. J.; Delgado, F.; Hostettler, C.; Schwesinger, R. Tetrahedron Lett.1998, 39, 8775; (e) Corey, E. J.; Bo, Y.; Busch-Petersen, J. J. Am. Chem. Soc.1998, 120, 13000; (f) Lygo, B.; Crosby, J.; Peterson, J. A. Tetrahedron Lett.1999, 40, 1385; (g) Lygo, B. Tetrahedron Lett.1999, 40, 1389; (h) Horikawa, M.; Busch-Petersen, J.; Corey, E. J. Tetrahedron Lett.1999, 40, 3843; (i) Lygo, B.; Crosby, J.; Peterson, J. A. Tetrahedron Lett.1999, 40, 8671; (j) Dehmlow, E. V.; Wagner, S.; Müller, A. Tetrahedron1999, 55, 6335; (k) O'Donnell, M. J.; Delgado, F.; Pottorf, R. S. Tetrahedron1999, 55, 6347; (l) Zhang, F.-Y.; Corey, E. J. Org. Lett.2000, 2, 1097; (m) Perrard, T.; Plaquevent, J.-C.; Desmurs, J.-R.; Hébrault, D. Org. Lett.2000, 2, 2959.

3. Asymmetric phase-transfer mediated epoxidation of α,β-unsaturated ketones using catalysts derived from Cinchona alkaloids

4. Phase-transfer catalysed asymmetric epoxidation of enones using N-anthracenylmethyl-substituted Cinchona alkaloids

5. Asymmetric epoxidation of α,β-unsaturated ketones under phase-transfer catalyzed conditions

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