4.7 Article

Tunable Phosphine-Mediated Domino Reaction: Selective Synthesis of 2,3-Dihydrofurans and Biaryls

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 355, Issue 1, Pages 161-169

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201200675

Keywords

biaryls; dihydrofurans; domino reactions; organocatalysis; phosphines

Funding

  1. National Natural Science Foundation of China [20972076, 21172115]
  2. Natural Science Foundation of Tianjin [10JCYBJC04000]
  3. Fundamental Research Funds for the Central Universities

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We have developed a novel strategy to control the product distribution between 2,3-dihydrofurans and biaryls from the same starting materials by tuning the catalytic or stoichiometric process. By controlling the loading of the phosphine PR3, the MoritaBaylisHillman carbonates can be selectively used as a C1 or a C3 synthon, respectively. This investigation has given new insights into tunable domino reactions and will be useful in diversity-oriented synthesis (DOS).

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