Monatshefte für Chemie/Chemical Monthly

Zur Synthese von Norbornanonen mit geminaler Dimethylgruppe

G Buchbauer, E Dworan

Index: Buchbauer, Gerhard; Dworan, Erich Monatshefte fuer Chemie, 1980 , vol. 111, # 5 p. 1165 - 1174

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Citation Number: 4

Abstract

Abstract The synthesis of gem-dimethylnorbornanones is described. One synthetic pathway after a Diels-Alder reaction involves the transformation of the nitro group into the oxo group with subsequent methylation into the geminal dimethyl product. A shorter way by [4+ 2]- cycloaddition of cyclopentadiene with a suitable dimethylated dienophile (eg 2-methyl-1- nitropropene) failed, probably by steric hindrance of the dienophile. 7-Oxanorbornanones, ...