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Total synthesis of Nakadomarin A:
Reference: Jakubec, P.; Cockfield, D. M.; Dixon, D. J. Am. Chem. Soc. 2009, 131, 16632–16633. DOI
Keywords: Benzyl-OH → Aldehyde • Dehydrosulfonoxylation → Vinyl-NO2 • Henry reaction • Nitro aldol • HWE → Enone • Acetal → Aldehyde • Julia-Kocienski • Michael(asym) NitroAlkene • Nitro Mannich • Claisen acylation, carbonate • RCM → Ring-N • Furan synthesis • Alkyl-X → Alkyl-SR • N-H → N-Alkyl • Sulfide → Sulfone • Friedel-Crafts Alkylation • KetoPhosphonate dianion+Alkyl-X • CarboxEster → CarboxAmide •
Reagents: BuLi(n) • Allyl-Br • HCl, H2O • DMSO, (COCl)2 (Swern) • NEt3 • MeNO2 • Hydroxide, potassium • Sulfonyl chloride, methane, NEt3 • NaH • Iodide, R4N+ • Perbenzoic acid, 3-chloro • HCl, H2O • Carbonate, cesium • O=C(OR)2 • LiN(SiMe3)2 • HSnBu3 • AIBN • AlH4-Li+ • Formic acid • HCl • AlHiBu2 • Grubbs I • Camphor sulfonic acid •

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