Total synthesis of Nootkatone (Dastur):
| Reference: | Dastur, K. P. J. J. Am. Chem. Soc. 1974, 95, 2605-.2608 DOI |
| Reactions: | Cationic cyclization • Cyclohexene • Bicyclo(440) • Birch reduction • Diels-Alder, EnoateEster • Bicyclo(222) • Allylic oxidation → Enal • Wittig-methyl → Diene • Li-Me+CarboxEster • CarboxEster+Li-R • Grob fragmentation • Dehydroacetoxylation → Ene • Ester Pyrolysis • |
| Reagents: | Li°/NH3 • Acrylate • Maleic anhydride • Butadiene, 1-OR • SeO2 • PPh3=CH2 • Me-Li • Formic acid • Collidine • Al2O3 • |