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By G.W. Gribble and T.L. Gilchrist (Eds.)

ISBN-10: 0080428010

ISBN-13: 9780080428017

Development in Heterocyclic Chemistry (PHC) is an annual evaluation sequence commissioned through the overseas Society of Heterocyclic Chemistry (ISHC). The volumes within the sequence include either highlights of the former year's literature on heterocyclic chemistry and articles on new constructing subject matters of curiosity to heterocyclic chemists.

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Obviously, kinetic resolution of the racemate is also the consequence of any enantioselective ring-opening of epoxides, interesting examples of which have been recently reported. , 51 ---) 52). Detailed kinetic studies suggest that the catalytic cycle includes a bimetallic intermediate in the rate-determining step <96JA10924>. , 53 ---) 54) can be carried out using a Ti catalyst equipped with dipeptide chiral dipeptide ligands which were developed using combinatorial techniques <96AG(E)1668>. Three-Membered Ring Systems 50 /0 OH B.

0 HCOCO2n-Bu 0 (PhO)2~/~NH2 /~ . 2 Connection Between the Carboxylate and Nitrogen Centers By far the most widely represented class of cyclic glyphosate analogs in the chemical literature are those where cyclization has taken place between the nitrogen and carboxylate centers. For example, when alkyl glycinate esters were used instead of glycine in the basic Mannich reaction, an unusual phosphonomethyloxazolidinone 92 intermediate was isolated in moderate yield under these conditions (64). Acidic hydrolysis of 92 proceeded as expected in good yield to GLYH3.

Maier, L. Phosphorus, Sulfur Silicon Relat. Elem. 1990, 47, 361-365. ; Hino, S. Japanese Patent 5936688, 1984; to Sumitomo, CA 101:38655j. Dutra, G. ; Finkes, M. ; Sikorski, J. A. Heteroat. Chem. 1992, 3, 279-291. Kraus, J. L. Synth. Commun. 1986,16, 827-832. Franz, J. E. S. Patent 4,199,345, 1980; to Monsanto. Gaermer, V. R. K. Patent 1,482,377, 1975; to Monsanto. Shkornikova, L. ; Sotman, S. ; Tsirurnikova, N. ; Egorushkina, N. ; Karandeeva, I. ; Dyatlova, N. M. Kristallografiya 1990, 35, 1154-1159, CA 114:62646.

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A critical review of the 1996 literature preceded by two chapters on current heterocyclic topics by G.W. Gribble and T.L. Gilchrist (Eds.)


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