A Facile Tetrahydrothiophene-Catalyzed Ylide Route to Vinyloxiranes.

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2003 Oxirane derivatives Oxirane derivatives R 0030 A Facile Tetrahydrothiophene-Catalyzed Ylide Route to Vinyloxiranes. Reaction of aldehydes (I) and allylic bromides (II) in the presence of tetrahy- drothiophene affords vinyloxiranes (III) and (IV). Both aliphatic and aromatic alde- hydes work well in this reaction. Only moderate enantioselectivities are achieved by applying chiral sulfides as catalyst to perform catalytic asymmetric epoxidation. — (LI, K.; DENG, X.-M.; TANG*, Y.; Chem. Commun. (Cambridge) 2003, 16, 2074-2075; Lab. Organomet. Chem., Shanghai Inst. Org. Chem., Acad. Sin., Shanghai 200032, Peop. Rep. China; Eng.) — M. Paetzel 45- 085

Transcript of A Facile Tetrahydrothiophene-Catalyzed Ylide Route to Vinyloxiranes.

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2003 Oxirane derivatives

Oxirane derivativesR 0030 A Facile Tetrahydrothiophene-Catalyzed Ylide Route to Vinyloxiranes. —

Reaction of aldehydes (I) and allylic bromides (II) in the presence of tetrahy-drothiophene affords vinyloxiranes (III) and (IV). Both aliphatic and aromatic alde-hydes work well in this reaction. Only moderate enantioselectivities are achieved by applying chiral sulfides as catalyst to perform catalytic asymmetric epoxidation. — (LI, K.; DENG, X.-M.; TANG*, Y.; Chem. Commun. (Cambridge) 2003, 16, 2074-2075; Lab. Organomet. Chem., Shanghai Inst. Org. Chem., Acad. Sin., Shanghai 200032,Peop. Rep. China; Eng.) — M. Paetzel

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