Advances in Nitrogen Heterocycles, Volume 3 by Moody C.J.

By Moody C.J.

This quantity includes a diversity of subject matters akin to the activation and manipulation of pyrroles, the synthesis of annelated pyrroles utilizing acylation reactions and the synthesis of kainoids, a relations of hugely biologically energetic nitrogen heterocycles.

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Yu, R. ; Riesinger, S. ; Sikorski, J. A. J. Org. Chem. 1990, 55, 4735. (c) Gallagher, P. ; Palmer, J. ; Morgan, S. E. J. Chem. Soc. Perkin Trans. 11990, 3212. ;1Leusen, A. M. J. Org. Chem. 1992, 57, 2245. For a review of 13-substituted pyrrole syntheses, see: Anderson, H. ; Loader, C. E. Synthesis 1985, 353, and references therein. 3. Bray, B. ; Mathies, P. ; Solas, D. ; Tidwell, T. ; Artis, D. ; Muchowski, J. M. J Org. Chem. 1990, 55, 6317, and references therein. 4. ; Trudell, M. L. Chem. Rev.

DEAN HARMAN 24. For recent reports and reviews on the synthesis of indoles using palladium, see: (a) Fagnola, M. ; Bedeschi, A. Tetrahedron Lett. 1997, 38, 2307. ; Bosch, J. J. Org. Chem. 1997, 62, 3158, and references therein. ; Garcia-Martin, M. ; Gonzalez, J. M. J. Org. Chem. 1996, 61, 5804, and references therein. (d) Hegedus, L. S. Agnew. Chem. Int. Ed. Engl. 1988, 27, 1113. 25. For recent syntheses of 13-vinylpyrroles: (a) Wang, J. ; Scott, A. I. Tetrahedron Lett. 1995, 36, 7043. ; Salvadori, P.

Use of 80a HI Ph MeCN 9 H,+,H N HOTf DDQ H'N 0 0 Base Pd/C 110a o 111a Figure 22. Oxidative decomplexation of 112-azanorbornenecomplexes. L. MARK HODGES and W. DEAN HARMAN 32 Table 9. ,Me ~ C02Me Me N" CH3 (exo) (endo) CHa Notes: aprepared from crude reaction mixtures. bDiastereoselectivity based on IH NMR data prior to chromatographic separation. CThis represents the isolated yield of both isomers, either as a mixture or separated, following chromatography. an alkene allows the construction of one or more stereocenters in the ring-forming step, and this method proves useful in the stereospecific synthesis of substituted 7-azanorbomanes.

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