The conformations of carvenone and piperitone epoxides

Abstract

The ratio of isomeric epoxides obtained by alkaline hydrogen peroxide oxidation of (*)-carvenone and (*)piperitone has been shown to be thermodynamically controlled. cis-and trans-Cawenone epoxides are of almost equal stability, but the preferential formation of the piperitone epoxide with the two alkyl groups trans (V) has been explained in terms of unfavourable steric interactions in the cis-form.

A regioselective synthesis of 3-chloro-3-deoxy sugars by dichlorobis(benzonitrile)palladium(II)

“…The residue was crystallized from ether and recrystallized from chloroform to yield compound (6) (0. 13 4 were clearly in accord with the 1C chair conformation. Reaction with acetone in the presence of toluene-p-sulphonic acid at room temperature failed to provide acetonide.…”