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Paper | Regular issue | Vol 48, No. 9, 1998, pp.1841-1850
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8218
On the Reaction of Dipivaloylketene Dimer with Oximes and Hydrazines — Synthesis of Tetraoxaadamantanes

Turkaram S. Dalvi, C. Oliver Kappe, Curt Wentrup, and Gert Kollenz*

*Institut fur Organische Chemie, Karl-Franzens-Universitat Graz, Heinrichstr. 28, A-8010 Graz, Austria

Abstract

Synthesis of mono-functionalized trioxabicyclo[3.3.1]nona-3,7-dienes ("bridged bisdioxines") (3) as well as (7), and their transformation into the corresponding 2,4,6,8-tetraoxadamantanes (5) and (8), respectively, by proton-catalyzed hydrolysis, is described.