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Total synthesis of Cystothiazole A, C:
Reference: Williams, D. R.; Patnaik, S.; Clark, M. P. J. Org. Chem. 2001, 66, 8463. DOI
Keywords: CarboxEster -> Aldehyde • EnoateEster -> Allyl-OH • CarboxAmide(Evans) -> CarboxEster • O-H -> O-Me • Alkyl-OH -> Aldehyde • CarboxEster -> Alkyl-OH • Alkyl-OH -> KetoEster • CarboxEster enolate+Aldehyde • Thiazole synthesis • Mechanism • HWE -> EnoateEster • Allyl-OH -> Enal • Ketone -> Enolether • Aldol-B-Evans • Chiral auxiliary •
Reagents: AlHiBu2 • P(O)(OR)2CH2-CO2R • NaH • AlHiBu2 • MeMgBr • MeI • Dess-Martin • AlHiBu2 • CH2=C(OLi)(OR) • LiNiPr2 • Dess-Martin • Me2SO4 • SiiPr3-OTf • Bromopyruvate • DMSO, (COCl)2 • DMSO (solvent) • NaH • HMPA (solvent) •

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