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Rearrangement pathways of the tricyclo[4.1.0.01,3]heptyl skeleton

✍ Scribed by Gary W. Dombrowski; Paul G. Gassman; Steven R. Kass

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
199 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

heptan-2-ol derivatives (4a and 4b) have been prepared. Their buffered solvolyses in anhydrous 2,2,2-trifluoroethanol were studied. Anti dinitrobenzoate 4a solvolyzes to give mainly mxylene and two trifluoroethyl ethers (5 and 6). Solvolysis of the syn mesylate 4b gives 6-rnethyl-l-(2,2,2-trifluoroethoxy)tricyclo[4.1.0.03'S]heptune (7), the product of a solvent u'apped cyclopropyl cation.

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