Asymmetric Transamination of α-Keto Acids Catalyzed by Chiral Pyridoxamines.

Asymmetric Transamination of α-Keto Acids Catalyzed by Chiral Pyridoxamines.
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DOI:
10.1021/acs.orglett.6b01714
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发表时间:
2016-07
期刊:
影响因子:
5.2
通讯作者:
Xiaoyu Lan;C. Tao;Xuliang Liu;Ai-Li Zhang;Baoguo Zhao
Xiaoyu Lan;C. Tao;Xuliang Liu;Ai-Li Zhang;Baoguo Zhao
中科院分区:
化学1区
文献类型:
--
作者:
Xiaoyu Lan;C. Tao;Xuliang Liu;Ai-Li Zhang;Baoguo Zhao

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合成了一种新型的含侧链的新型手性吡哆胺3a-g。这些吡哆胺在α-酮酸的仿生不对称转氨化反应中表现出催化活性和良好的对映选择性,在非常温和的条件下以47-90%的产率得到各种α-氨基酸,ee‘s高达87%。在反应中观察到侧链对映体选择性的一个有趣的影响。
A new type of novel chiral pyridoxamines 3a-g containing a side chain has been developed. The pyridoxamines displayed catalytic activity and promising enantioselectivity in biomimetic asymmetric transamination of α-keto acids, to give various α-amino acids in 47-90% yields with up to 87% ee's under very mild conditions. An interesting effect of the side chain on enantioselectivity was observed in the reaction.