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Asymmetric Carbon-Carbon Bond Formation under Continuous-Flow Conditions with Chiral Heterogeneous Catalysts

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 52, Issue 26, Pages 6590-6604

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201210066

Keywords

asymmetric synthesis; CC bond formation; chiral heterogeneous catalysts; continuous flow; turnover number

Funding

  1. Japan Society for the Promotion of Science (JSPS)
  2. Japan Science and Technology Agency (JST)
  3. Global COE Program (Chemistry Innovation through Cooperation of Science and Engineering)
  4. University of Tokyo
  5. MEXT (Japan)

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Catalytic asymmetric carbon-carbon bond-forming reactions provide one of the most efficient ways to synthesize optically active compounds, and, accordingly, many chiral catalysts for these reactions have been developed in the past two decades. However, the efficiency of the catalysts in terms of turnover number (TON) is often lower than that of some other reactions, such as asymmetric hydrogenation, and this has been one of the obstacles for industrial applications. Although there are some difficulties in increasing the efficiency, the issues might be solved by using continuous flow in the presence of chiral heterogeneous catalysts. Indeed, continuous-flow systems have several advantages over conventional batch systems. Here we summarize the recent progress in asymmetric CC bond-forming reactions under continuous-flow conditions with chiral heterogeneous catalysts.

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