期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 6, 页码 1813-1817出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201813400
关键词
alkenes; asymmetric synthesis; biomimetic chemistry; reduction; synthetic methods
资金
- National Natural Science Foundation of China [21532006, 21690074]
- Dalian Institute of Chemical Physics [DMTO201501]
- Chinese Academy of Sciences [XDB17020300, QYZDJ-SSW-SLH035]
The development of biomimetic chemistry based on the NAD(P)H with hydrogen gas as terminal reductant is a long-standing challenge. Through rational design of the chiral and regenerable NAD(P)H analogues based on planarchiral ferrocene, a biomimetic asymmetric reduction has been realized using bench-stable Lewis acids as transfer catalysts. A broad set of alkenes and imines could be reduced with up to 98% yield and 98% ee, likely enabled by enzyme-like cooperative bifunctional activation. This reaction represents the first general biomimetic asymmetric reduction (BMAR) process enabled by chiral and regenerable NAD(P)H analogues. This concept demonstrates catalytic utility of a chiral coenzyme NAD(P)H in asymmetric catalysis.
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