Transformations of Resin-Bound Pyridinium Ylides: I. A Stereoselective Synthesis of 2,2,3-Trisubstituted Cyclopropanecarboxylates

Author:

Vo Nha Huu,Eyermann Charles Joseph,Hodge C.Nicholas

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference8 articles.

1. Vo, N.H.; Eyermann, C.J.; Hodge, C.N. 213th ACS National Meeting, San Francisco, April 13–17 1997, MEDI-308: American Chemical Society, Washington, D.C.

2. a. Burgess, K.; Ho, K.; Pal, B. J. Am. Chem. Soc. 1995, 117, 3808–3819; b. Rao, S.; Ramnayaran, K.; Balaji, V.N. Peptides 1994, 181–196. Basava, C.; Anantharamaiah, G.N., Eds.; Birkheuser, Boston.

3. More than fifty mono- and poly-substituted cyclopropanes in numerous therapeutic classes are listed in the Comprehensive Medicinal Chemistry Database (CMC-3D 94.1, available from MDL Information Systems, San Leandro, CA; compiled from Comprehensive Medicinal Chemistry, 1990, Vol. 6; Eds. Hansch, C.; Sammes, P.G.; Taylor, J.B.; Drayton, C.J.; Pergamon, Oxford, UK. See also Koskinen, A.M.P.; Hassila, H. Acta Chem. Scand. 1996, 50, 323–327.

4. Reaction of sulfonium-(2-oxo)ethylide with ethylidene malononitrile: Wilkerson, M.G., Norton, S.J., J. Agric. Food Chem. 1981, 29, 572–576; Payne, G.B. U.S. Patent 3,397,223.

5. Reaction of malonate or malononitrile with 3-bromo-5-methoxyfuran-2(5H)-one, Farina, F.; Maestro, M.C.; Martin, M.V.; Soria, M.L. Tetrahedron 1987, 43, 4007–4114.

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