Rearrangement pathways of the tricyclo[4.1.0.0(1,3)]heptyl skeleton

[摘要] 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.

[发布日期] 1997-11-10