2007

Thiophene derivativesR 0090 Highly Selective Copper-Catalyzed Ring Expansion of Vinyl Thiiranes: Applica-

tion to Synthesis of Biotin and the Heterocyclic Core of Plavix. — Fluorinated Cu(II) acetylacetonate complexes are efficient catalysts for the reaction of a variety of vinyl thiiranes to give 2,5-dihydrothiophenes in excellent yields. Thiophene (IIf) is an intermediate for the synthesis of biotin. After oxidation and deprotection, a synthetic building block to achieve antiplatelet drug Plavix in one additional step is available from product (Xb). — (ROGERS, E.; ARAKI, H.; BATORY, L. A.; MCINNIS, C. E.; NJARDARSON*, J. T.; J. Am. Chem. Soc. 129 (2007) 10, 2768-2769; Dep. Chem. Chem. Biol., Cornell Univ., Ithaca, NY 14853, USA; Eng.) — Klein

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