Total synthesis of Santalene, β (Bertrand):
| Reference: | Bertrand, M.; Monti, H.; Huong, K. C. Tetrahedron Lett. 1979, 15. DOI |
| Reactions: | EnoateEster enolate+Alkyl-X • Alkyl-X+Enolate • Diels-Alder, Allene • Bicyclo(221) • Wolff-Kishner • Aldehyde → CH3 • Hydrogenation alkene • CompRed-Alkene/Alkene+H2 • CarboxEster → Alkyl-OH • Alkyl-OH → Aldehyde • |
| Reagents: | H2, Ni • NiB • LiNiPr2 • HMPA (solvent) • AlH4-Li+ • CrO3Cl·PyH (PCC) • Hydrazine • Glycol • Hydroxide, potassium • Cyclopentadiene • |