Ring Enlargement in Organic Chemistry by Manfred Hesse

By Manfred Hesse

Ring growth reactions are vital not just for the synthesis of normal compounds and prescribed drugs but in addition for his or her gigantic function in natural synthesis. This ebook summarizes the method of ring growth of heteroatom earrings. The 9 chapters are prepared in keeping with response kind, allowing easy accessibility to the knowledge.

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J. Soc. 110, 6892 (1988). [128] S. Bienz, M. Acta 70, 1333 (1987). References 37 [129] M. Matsumoto, H. Kobayashi, Heterocycles 24, 2443 (1986). [130] R. Noyori, T. Sato, H. Jpn. 56, 2661 (1983). [131] R. -J. Borschberg, P. Saucy, P. Chem. 57, 3272 (1979). [132] J. A. Cella, J. P. McGrath, J. A. Kelley, O. ElSoukkary, L. Chem. 42, 2077 (1977). [133] R. Chem. 560, 127 (1948). [134] H. O. House, "Modern Synthetic Reactions", 2. , Benjamin, Menlo Park CA, 1972. [135] B . D . W. Trenkle, R. R. Chem.

One-Atom Insertion Procedures tion product, 11/130, was reduced to 11/131, and the latter was transformed to muscone in several steps. 2]octanone (11/132) into the lactam, 11/133, demonstrates that the yield depends very much on the reagents [94] [95] [96]. Several other one-nitrogen-atom expansion reactions are known beside the two nitrogen insertion reactions linked with the names of Schmidt and Beckmann. These reactions are summarized together with references in Schemes 11/20 to 11/23. [97] [99] •>• N-NaN 11/134 11/135 0 11/136 X = H, Aryl , SCH3 , NR2 R = H,CH3,C 2 H 5 ,C 6 H 5 m © y N(C2H5)2 • 2H 2 N-S-C-N(CH 3 ) 2 CIO4© 11/137 S xx "N(CH 3 ) 2 897.

Somei, Heterocycles 20, 2169 (1983). [12] G. L. Lange, C. P. Decicco, J. Willson, L. A. Chem. 54, 1805 (1989). [13] T. Kimura, M. Minabe, K. Chem. 43, 1247 (1978). [14] J. A. Marshall, R. H. Soc. 98, 4312 (1976). [15] V Enev, E. Tsankova, Tetrahedron Lett. 29, 1829 (1988). A. S. R. Baer, Org. Reactions 11, 157 (I960). [17] J. B. Jones, P. Price, Tetrahedron 29, 1941 (1973). [18] G. Haffer, U. Eder, G. Neef, G. Sauer, R. Chem. 1981, 425. [19] M. Nakazaki, K. Naemura, M. Chem. 48, 2289 (1983). [20] R.

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