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  • 1
    Electronic Resource
    Electronic Resource
    Zur Synthese von Norbornanonen mit geminaler Dimethylgruppe (1980)
    Springer
    Monatshefte für Chemie 111 (1980), S. 1165-1174 
    Details
    ISSN: 1434-4475
    Keywords: Camphenilone ; Diels-Alder reaction ; Homonorbornanone ; α-Methylation of carbonyls ; Nef-reaction ; Norepifenchone
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The synthesis ofgem-dimethylnorbornanones is described. One synthetic pathway after aDiels-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 (e.g. 2-methyl-1-nitropropene) failed, probably by steric hindrance of the dienophile. 7-Oxanorbornanones, with agem-dimethyl group could not be prepared. A second synthetic approach togem-dimethylnorbornanones is opened byLewis acid catalyzed rearrangement of cyclohexenylcarbaldehydes.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00909674
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  • 2
    Electronic Resource
    Electronic Resource
    Eine neue Totalsynthese von Epifenchon und Dehydrocamphenilon (1981)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 114 (1981), S. 2357-2359 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A New Total Synthesis of Epifenchone and DehydrocampheniloneA new and simple method with good yields for the total synthesis of the title substances 5 and 9 is described. Methylation of 3, 4, and 8 with CH3I/LCIA in THF under reflux yields the geminal dimethylnorbornanones 5, 6 and 9.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19811140632
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