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Total synthesis of Yomogin:
Reference: Caine, D.; Hasenhuettl, G. Tetrahedron Lett. 1975, 743. DOI
Keywords: Ketone → Alkyl-OH • Lactone-5 • CompRed-Ketone/Enone+B-H • Enone → Ketal • Ketal → Enone • Ketone → Enamine • CompE+-Ketone/Enone+Amine • Ketone enamine+Alkyl-X • Bromoacetate+Enamine • Alkyl-X+Enamine • Lactone enolate+Aldehyde • Dehydration → EneLactone • Ketone → Enone •
Reagents: Pyrrolidine • Bromoacetate • Acetic acid • BH(sBu3)-K+ • Glycol • TsOH • LiNiPr2 • Formaldehyde • Sulfonyl chloride, methane • Pyridine • TsOH • Acetone (solvent) • DDQ •

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