Total synthesis of Bakkenolide-A (Reddy):
| Reference: | Reddy, D. S.. Org. Lett. 2004, 6, 3345. DOI |
| Reactions: | Diels-Alder, Enal • Claisen-EnolEther • EnolSilane → Ketone enolate • Enal → Allyl-OH • Aldol-K → Enone • Cyclopentene • Bicyclo(430) • Wittig-methyl • Claisen acylation, Mander • Ketone enolate+Mander • Mander+enolate • Hydrogenation Enone • Allylic oxidation → Allyl-OH • Lactone-5 • CompE+-Ketone/CarboxEster+Wittig • Ketone → EnolSilane • |
| Reagents: | Propenyl-OR • Hydroxide, potassium • H2, Pt • NH(SiMe3)2 (HMDS) • Me-Li • PPh3=CH2 • SeO2 • BH4-Na+ • O=C(OR)CN • |