Total Syntheses

Reaction scheme for total synthesis of the natural product Dihydrotagetone
Total synthesis of Dihydrotagetone:
Reference:Le Borgne, J. F.;. Cuvigny, Th.; Larchevëque, M; Normant, H. Tetrahedron Lett., 1976, 1379. DOI
Reactions:Aldehyde azaenolate+Alkyl-X • Alkyl-X+Azaenolate • Wittig-methyl • Mg-Alkyl+Aldehyde • Aldehyde+Mg-R • Aldehyde → Imine • Imine → Aldehyde • CompE+-Imine/Acetal+H2O • Acetal → Aldehyde • Alkyl-OH → Ketone •
Reagents:LiNEt2 • PPh3=CH2 • Alkyl-MgX • CrO3·Py2 (Collins) •