H. Wu, J. Chern
Dec 29, 1997
Citations
0
Influential Citations
15
Citations
Journal
Tetrahedron
Abstract
Abstract The synthesis of 4-oxo- and 4- anti -formyl-8,10,12,13-tetraoxapentacyclo[5.5.1.0 2,6 .0 3,11 .0 5,9 ]tridecanes has been accomplished. Ozonolysis of compounds 10a,b and 12a-c in dichloromethane at −78 °C followed by reduction with dimethyl sulfide gave the title compounds, 4-oxo-tetraoxa-cages 11a,b and 14a-c , in moderate yields. Ozonolysis of the endo-syn isomers 15a,b and 18a,b under the same reaction conditions gave 4- anti -formyl-tetraoxa-cages 17a,b and 20a,b , respectively.