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HETEROCYCLES
An International Journal for Reviews and Communications in Heterocyclic ChemistryWeb Edition ISSN: 1881-0942
Published online by The Japan Institute of Heterocyclic Chemistry
Regular Issue
Vol. 24, No. 7, 1986
Published online:
■ Dimerization of 2,2-Disubstituted 1,3-Dicarbonyl Compounds. A Synthesis of 2,4,6,8-Tetraoxa-adamantane Derivatives
Sadao Tsuboi, Tsuyoshi Ono, and Akira Takeda*
*Faculty of Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Okayama 700-8530, Japan
Abstract
Treatment of 2,2-dimethyl-3-oxobutanal and 2,2-dimethyl-3-oxopentanal with sulfuryl chloride gave 1,3,9,9,10,10-hexamethyl-2,4,6,8-tetraoxa-adamantane and 1,3-diethyl-9,9,10,10-tetramethyl-2,4,6,8-tetraoxa-adamantane in 100% and 70% yields, respectively. Thionyl chloride and hydrogen chloride also catalyzed the dimerization.
Published online:
■ Synthesis of 3,5-trans-3-methoxycarbonyl-1-carbapenam from Methyl (±)-Pyroglutamate
Tatsuo Nagasaka,* Atsuhiko Tsukada, and Fumiko Hamaguchi
*School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan
Abstract
Synthesis of 3,5-trans-3-methoxycarbonyl-1-carbapenam in six steps from methyl (±)-pyroglutamate is described.
Published online:
■ Utiliry of Cyanoacetamide and Cyanothioacetamide in Heterocyclic Synthesis
Fathy Mohamed Abdel-Galil, Sherif Mourad Sherif,* and Mohamed Hilmy Elnagdi
*Department of Chemistry, Faculty of Science, University of Cairo, Giza, Egypt
Abstract
The preparation and utility of cyanoacetamide and cyanothioacetamide in heterocyclic synthesis are reviewed.