(+)-Dihydromayurone (1) was enantioselectively synthesized from β-cyclocitral (7). The key step in the synthesis involved anionic oxy-Cope rearrangement of allylic alcohol 6 to aldehyde 5. Efficient transfer of chirality from the secondary allylic alcohol center to the quaternary carbon center was observed via chairlike transition state with the equatorial oxyanionic bond.
All Science Journal Classification (ASJC) codes
- Colloid and Surface Chemistry