Canadian Journal of Chemistry

The synthesis of 2, 3, 5, 6-endo, endo, endo, endo-tetrakis-substituted bicyclo [2.2. 1] heptanes

DN Butler, TJ Munshaw

Index: Butler, Douglas N.; Munshaw, Timothy J. Canadian Journal of Chemistry, 1981 , vol. 59, p. 3365 - 3371

Full Text: HTML

Citation Number: 11

Abstract

Oxidation of the readily available diketone 2 affords high yields of the symmetrical dilactone 5, from which the all-endo-tetrakis (hydroxymethyl) norbornane 10 can be made. A related tetrol 22 is also described. These tetrols are dehydrated to polycyclic di-ethers 12, 13, and 23 which constrain their oxygen atoms in rigid proximity within their structures.