Syntheses of tetracyclo[3.3.0.0. 2\*804.6]octan-3-one (II) by d,ehydro-
Reaction of exo-tricyclo[3.2.1.02,4]-6-Octanone with Zeise's dimer
β Scribed by R.A. Ekeland; P.W. Jennings
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- English
- Weight
- 415 KB
- Volume
- 281
- Category
- Article
- ISSN
- 0022-328X
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In the preceding cosxnunication,l we noted that the ozonoly~is of 6,7-dimethoxy-exo--tricyclcf3.2.1.02'4]oct-6-ene (1) in methanol gave 7,7-dimethoxy-z-tricycq3.2.1.02'~act-6-one (2), in addition to the expected osonolysis product 3. We now wieh to report -our mechanistic studies related to this eno
Reaction of ArSCl (Ar = phenyl or ortho-nitrophenyl) withendo-tricyclo[6.2.1.@~7]undeca-4,9diene-3,6dione (1) results in arm' addition across the norbcnnene carbon-carbon double bond with concomitant aromatization of the cyclohexenedione ring, thereby affording 4 (87%) and 5 (63%), respectively. Th