Reaction of Cyclohexanone Benzylimines with Ethylidenemalonate Diesters. Diphenyl 2-Ethylidenemalonate:  A Highly Electrophilic Synthetic Equivalent of Crotonic Esters

Author:

Jabin Ivan1,Revial Gilbert1,Monnier-Benoit Nicolas1,Netchitaïlo Pierre1

Affiliation:

1. URCOM, Université du Havre, Faculté des Sciences et Techniques, 25 rue Philippe Lebon, BP 540, 76058 Le Havre Cedex, France, and Laboratoire de Chimie Organique, CNRS (ESA 7084), ESPCI, 10 rue Vauquelin, 75231 Paris Cedex 05, France

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Reference12 articles.

1. Pfau, M.; Revial, G.; Guingant, A.; d'Angelo, J.J. Am. Chem. Soc.1985,107, 273−274. Pfau, M.; Revial, G. (KIREX),1985, PCT WO 85 04873. Reviews:  Revial, G.; Pfau, M.Org. Synth.1991,70, 35−46. Oare, D. A.; Heathcock, C. H.Topics Stereochem.1991,20, 87−170 (see pp 114−115). d'Angelo, J.; Desmaële, D.; Dumas, F.; Guingant, A.Tetrahedron:  Asymmetry1992,3, 459−505. d'Angelo, J.; Cavé, C.; Desmaële, D.; Dumas, F.Trends Org.Chem.1993,4, 555−616. Guingant, A.Advances in Asymmetric Synthesis; JAI Press Inc.  Greenwich, 1997; Vol. 2, pp 159−174. Developments and applications:  Jabin, I.; Revial, G.; Melloul, K.; Pfau, M.Tetrahedron: Asymmetry1997,8, 1101−1109 and references included. Jabin, I.; Revial, G.; Pfau, M.; Decroix B.; Netchitaïlo, P.Org. Lett.1999,1, 1901−1904. Lim, S.; Jabin I.; Revial, G.Tetrahedron Lett.1999,40, 4177−4180. Revial, G.; Lim, S.; Viossat, B.; Lemoine, P.; Tomas, A.; Duprat A. F.; Pfau, M.J. Org. Chem.2000,65, 4593−4600.

2. Toward a transition-state model in the asymmetric alkylation of chiral ketone secondary enamines by electron-deficient alkenes. A theoretical MO study

3. A Theoretical Investigation of Enantioselectivity:Michael Reaction of Secondary Enamines with Enones

4. Diastereoselectivity in the Michael-Type Addition of Imines Reacting as Their Secondary Enamine Tautomers

5. Jabin, I.; Revial, G.; Tomas, A.; Lemoine, P.; Pfau, M.Tetrahedron:  Asymmetry1995,6, 1795−1812.

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