From sugars to carbocycles. 3. Synthesis of validatol and 4-epi-validatol from mannose and glucose

Article abstract of DOI:10.1021/jo00099a044

Validatol (4) and 4-epi-validatol (8) are synthesized from mannose and glucose, respectively. The key step in the synthesis of 4 is the base-induced intramolecular displacement reaction of the epoxy dithiane 14 to yield the six-membered carbocycle 15 excl