4.7 Article

Silver-Catalyzed Domino Reaction of ortho-Carbonylated Alkynyl-Substituted Arylaldehydes with Conjugated Dienes: Stereoselective Access to Indanone-Fused Cyclohexenes

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JOURNAL OF ORGANIC CHEMISTRY
卷 81, 期 24, 页码 12401-12407

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02529

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资金

  1. SRF for ROCS, SEM [20141685]
  2. Shandong Natural Science Foundation [ZR2014BQ024, ZR2013BM007]
  3. Higher Educational Science and Technology Program [J15LA02]
  4. Qufu Normal University for Research Start-up Foundation [bsqd20130115]

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A silver-catalyzed domino reaction of orthocarbonylated alkynyl-substituted arylaldehydes with conjugated dienes is described here. Through this reaction, the synthesis of a variety of indanone-fused cyclohexene derivatives can be achieved efficiently. The formation of these tricyclic products could involve a key Diels Alder reaction of in situ generated indanenone dienophiles with conjugated dienes. Particularly, the products can be accomplished in a high endo/exo selective way.

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