Total synthesis of Cedrene:
| Reference: | Lee, H. -Y.; Lee, S.; Kim, D.; Kim, B. K.; Bahn, J. S.; Kim, S. Tetrahedron Lett. 1998, 39, 7713-7716. DOI |
| Reactions: | Saegusa Oxidation • Ketone → Enone • Aldehyde enamine+Enone • Enone+EnAmine • ConjAdd EnAmine • ConjAdd-Silylation • Aldehyde+Mg-R • Mg-Alkyl+Aldehyde • Ketone → Hydrazone • Radical cyclization(Alkyl) • Cyclopentane • Bicyclo(330) • Bicyclo(321) • Ketal → Ketone • Ketone+Li-Alkyl • Li-Me+Ketone • Mechanism • O-H → O-C(S)SR • Dehydration → Ene • Ketone → EnolSilane • EnolSilane → Ketone • |
| Reagents: | LiNiPr2 • Pd(OAc)2 • SiMe2tBu-OTf • Alkyl-MgX • NaH • CS2 • Fluoride, R4N+ • Aziridine • Hydrazine • HSnBu3 • AIBN • TsOH • Me-Li • SOCl2 • TsOH • |