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

被引：3

作者：

Dombrowski, GW ^{[1
]}

Gassman, PG ^{[1
]}

Kass, SR ^{[1
]}

机构：

[1] UNIV MINNESOTA,DEPT CHEM,MINNEAPOLIS,MN 55455

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 45期

关键词：

D O I：

10.1016/S0040-4039(97)10092-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

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.

引用

页码：7819 / 7822

页数：4

共 20 条

[1] CYCLOPROPYL TRIFLATES - NEIGHBORING-GROUP AND SOLVENT EFFECTS [J].