Enantiocomplementary decarboxylative hydroxylation combining photocatalysis and whole-cell biocatalysis in a one-pot cascade process

被引:32
|
作者
Xu, Jian [1 ]
Arkin, Mamatjan [1 ]
Peng, Yongzhen [1 ]
Xu, Weihua [1 ]
Yu, Huilei [2 ]
Lin, Xianfu [1 ]
Wu, Qi [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China
[2] East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China
基金
中国国家自然科学基金;
关键词
ALIPHATIC CARBOXYLIC-ACIDS; VISIBLE-LIGHT; OXIDATIVE DECARBOXYLATION; PHOTOREDOX CATALYSIS; HYDROGENATION; FLUORINATION; ACTIVATION; REDUCTION; KETONES; AMINES;
D O I
10.1039/c9gc00098d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Designing a green, highly efficient and stereoselective catalytic system to generate valuable enantioenriched products is a long-standing goal in green chemistry. Here, we report a one-pot cascade combining photocatalysts with (R)- or (S)-selective ketoreductases for the decarboxylative carbonylation of carboxylic acids and the subsequent bioreduction to generate valuable chiral alcohols. Using this approach, various chiral alcohols with complementary (R)- or (S)-configurations were prepared with good yields (up to 93%) and excellent stereoselectivity (up to 99% ee). Such a photochemo-enzymatic one-pot whole-cell process combines the advantages of both photocatalysts and enzyme catalysts and provides a mild, green, metal-free and highly stereoselective alternative in asymmetric decarboxylative hydroxylation reactions.
引用
收藏
页码:1907 / 1911
页数:5
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