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  • Adducts of enamines and alkynoic esters  (1)
  • Bicyclo[5.5.0]dodecatetraene derivatives  (1)
  • Complex rearrangements  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Tandem Ring Enlargement by Two Carbon Units from the Bicyclo[3.3.0]octane to the Bicyclo[5.5.0]dodecane System (1999)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1999 (1999), S. 3135-3138 
    Details
    ISSN: 1434-193X
    Keywords: Bicyclo[5.5.0]dodecatetraene derivatives ; Ring enlargement, 5-membered → 7-membered ; [1,5]-H shift ; Polycycle by twofold Michael addition ; Adducts of enamines and alkynoic esters ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reaction of the bis(enamines) 2b and 3bwith acetylenedicarboxylic ester gave stable tetracyclic compounds 4b and 5b. The related compound 3a, however, led to bicyclo[5.5.0]dodecatetraenes 6a, 6b, and 7a/7b directly. 7a/7b are interrelated by a rapid [1,5]-H shift, whereas 6a and 6b do not rearrange. Hydrolysis of 6b yielded the novel cage compound 10 by dual intramolecular Michael addition.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 2
    Electronic Resource
    Electronic Resource
    Unusual reactions between chloroketenes and 1,3,5-tri-tert-butylcyclopentadiene (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 1915-1919 
    Details
    ISSN: 0947-3440
    Keywords: Bicyclo[3.2.0]heptenones ; Complex rearrangements ; Cyclopentadiene, acylation ; Formal Diels-Alder reaction, ketene-cyclopentadiene ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reaction of title compound 1 with dichloroketene resulted in a complex rearrangement to 2 when the ketene was generated from Cl3CCOCl/Zn. In contrast, treatment of 1 with the ketene produced from dichloroacetyl chloride/triethylamine gave a bicyclo[3.2.0]heptenone (3) along with acylation product 4. Reaction of monochloroketene with 1 afforded the „normal“ endo-chloro compound 6 which thermally rearranged to the formal Diels-Alder product 7.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1995199511270
    Library Location Call Number Volume/Issue/Year Availability
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    Paper (German National Licenses)
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