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

被引:193
作者
Tsubogo, Tetsu [1 ]
Ishiwata, Takanori [1 ]
Kobayashi, Shu [1 ]
机构
[1] Univ Tokyo, Dept Chem, Sch Sci, Bunkyo Ku, Tokyo 1130033, Japan
基金
日本学术振兴会; 日本科学技术振兴机构;
关键词
asymmetric synthesis; CC bond formation; chiral heterogeneous catalysts; continuous flow; turnover number; DIELS-ALDER REACTIONS; SUPPORTED BIS(OXAZOLINE)-COPPER COMPLEXES; ENANTIOSELECTIVE CONJUGATE ADDITION; EARTH METAL-CATALYSTS; 1,3-DICARBONYL COMPOUNDS; ORGANIC-SYNTHESIS; MICHAEL ADDITION; ALDOL REACTIONS; LEWIS-ACIDS; RECOVERABLE CATALYSTS;
D O I
10.1002/anie.201210066
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:6590 / 6604
页数:15
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