Tetrahedron letters

Diastereoselective construction of cis 2, 6-disubstituted tetrahydropyran rings via In (OTf) 3-catalyzed intramolecular 2, 5-oxonium-ene cyclization: synthetic studies …

TP Loh, JY Yang, LC Feng, Y Zhou

文献索引：Loh, Teck-Peng; Yang, Jian-Ying; Feng, Li-Chun; Zhou, Yan Tetrahedron Letters, 2002 , vol. 43, # 40 p. 7193 - 7196

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被引用次数: 32

摘要

Diastereoselective construction of 2, 6-disubstituted tetrahydropyrans with an exocyclic double bond was achieved via the In (OTf) 3-catalyzed intramolecular 2, 5-oxonium-ene cyclization. Its application was further demonstrated by the synthesis of a common intermediate for both zampanolide and dactylolide, fragment I, with a total yield of 42% in three steps starting from (2E)-3-bromobut-2-enal.