Total Syntheses

Reaction scheme for total synthesis of the natural product 2,7-Cyclo-Farnesol
Total synthesis of 2,7-Cyclo-Farnesol:
Reference:Coates, R. M.; Jin, A. Q. J. Org. Chem. 1997, 62, 7475. DOI
Reactions:Cu-Me+EnoateEster • ConjAdd-Elimination • ConjAdd Cu-Me • Li/I → Li-Alkyl • Li-Alkyl+Ketone • Enone-β-OR+Li-R • Enone-β-OR → Enone • Stork-Danheiser • Cu-Me+Enone • Ketone enolate+Mander • Mander+enolate • ConjAdd-Acylation • Ketone → EnolPhosphate • CarboxEster → Alkyl-OH •
Reagents:Alkyl-Li • BuLi(tert) • P(O)(OR)2Cl • Me-Cuprate • AlH4-Li+ • NaH • Me-Cuprate •