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Total synthesis of Prelog-Djerassi Lactonic Acid:
Reference: Evans, D. A.; Bartroli, J. Tetrahedron Lett. 1982, 23, 807-810. DOI
Keywords: CarboxAmide(Evans) → Alkyl-OH • Alkyl-OH → Aldehyde • O-H → O-SiMe3 • Hydroboration Alkene • O-SiMe3 → O-H • Alkyl-OH → CarboxAcid • Lactone-6 • CarboxAmide(Evans) → CarboxAcid • CarboxAmide enolate(Evans)+Alkyl-X • Alkyl-X+Enolate • Aldol-B-Evans •
Reagents: LiNiPr2 • AlH4-Li+ • DMSO, Py·SO3 (Parikh-Doering) • DMAP • BH2(Thexyl) • H2O2 • Oxalic acid • NMO • RuCl2(PPh3)2 • Hydroxide, lithium •

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