Yu. I. Gevaza

Electrophilic heterocyclization of unconjugated dienes (review)

The results of research with the participation of unconjugated dienes in intra-molecular electrophilic heterocyclization are presented. It is shown that this reaction can be used for the synthesis of heterocycles with one, two, or more heteroatoms. The stereochemistry of the resulting heterocycles and the mechanism of heterocyclization is examined.

Iodocyclization of 2-allylcyclohexanols

Iodination of 2-allylcyclohexanol and its 1-methyl and 1-phenyl derivatives gives the corresponding 2-(iodomethyl)octahydrobenzofurans. These are reduced by to the stereoisomeric 2-methyloctahydrobenzofurans. The rate of iodination of 2-allylcyclohexanols is largely independent of their configuration.