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
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