4.6 Article

Deconjugative alkylation/Heck reaction as a simple platform for dihydronaphthalene synthesis

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ORGANIC & BIOMOLECULAR CHEMISTRY
卷 15, 期 1, 页码 69-75

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob02250b

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  1. College of Liberal Arts and Sciences
  2. Department of Chemistry at the University of Florida

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A simple platform for carbocycle synthesis by Knoevenagel adduct deconjugative alkylation/Heck reaction is described. Deconjugative alkylation of Knoevenagels adducts is two-fold synthetically enabling because C-C bond formation is (1) operationally simple due to the ease of Knoevenagel adduct carbanion generation and (2) results in alkene migration, which poises the substrate for cyclization. Furthermore, the gem-dinitrile moiety serves as a functional group for synthetic manipulation.

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