Rearrangement pathways of the tricyclo[4.1.0.01,3]heptyl skeleton
作者:Gary W. Dombrowski、Paul G. Gassman、Steven R. Kass
DOI:10.1016/s0040-4039(97)10092-2
日期:1997.11
Syn- and anti-1-methyltricyclo[4.1.0.0(4,6)]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 m-xylene and two trifluoroethyl ethers (5 and 6). Solvolysis of the syn mesylate 4b gives 6-methyl-1-(2,2,2-trifluoroethoxy)tricyclo[4.1.0.0(3,5)]heptane (7). the product of a solvent trapped cyclopropyl cation. (C) 1997 Elsevier Science Ltd.
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