Total synthesis of Lycoflexine New:
| Reference: | Ramharter, J.; Weinstabl, H.; Mulzer, J. J. Am. Chem. Soc. 2010, 132, 14338-14339. DOI |
| Reactions: | Sakurai allylation • Aldol-Ti • ConjAdd-Aldol • Alkyl-OH → Ketone-1,3-di • Ketone-1,3-di enolate+Alkyl-X • Ketone → EnolTriflate • EnolTriflate → Alkyne • Ketone → Alkyne • Enyne metathesis • Cyclopentene • Amine-9+ • Bicyclo(430) • Bicyclo(730)-aza • Hydrogenation Alkene • Hydroboration → Alkyl-OH • Alkyl-OH → Ketone • Mannich • Amine-6 • Amine-7 • Spiro(54)-aza • Bicyclo(531)-aza • Ketone epimerization • |
| Reagents: | Allyl-SiR3 • TiCl3 • Acetaldehyde • IBX • Carbonate, cesium • Tf2N-2-Py-5-Cl • KN(SiMe3)2 • Pyridine • Grubbs II • H2, Ru • BH3·THF • IBX • Formaldehyde • HCl, H2O • |