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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 enolate+Aldehyde • Thiazole synthesis • Mechanism • HWE → EnoateEster • Aldol-B-Evans • EnoateEster → Allyl-OH • Allyl-OH → Enal • CarboxAmide(Evans) → CarboxEster • O-H → O-Me • CarboxEster → Alkyl-OH • Alkyl-OH → Aldehyde • Alkyl-OH → KetoEster • Ketone → EnolEther • CarboxEster → Aldehyde •
Reagents: AlHiBu2 • NaH • AlHiBu2 • MeMgBr • MeI • Dess-Martin • AlHiBu2 • CH2=C(OLi)(OR) • LiNiPr2 • Dess-Martin • Sulfate, dimethyl • SiiPr3-OTf • Bromopyruvate • DMSO, (COCl)2 (Swern) • DMSO (solvent) • NaH • HMPA (solvent) • Chiral auxiliary-Evans • HMPA (solvent) • P(O)(OR)2CH2-C(O)OR' •

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