Chiral Pyridoxal-Catalyzed Asymmetric Biomimetic Transamination of alpha-Keto Acids
Chiral Pyridoxal-Catalyzed Asymmetric Biomimetic Transamination of alpha-Keto Acids
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手性吡哆醛催化 α-酮酸的不对称仿生转氨基作用
DOI：
10.1021/acs.orglett.5b02895
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发表时间：
2015
期刊：
影响因子：
5.2
通讯作者：
Zhao Baoguo
中科院分区：
文献类型：
--
作者：
Shi Limin;Tao Chuangan;Yang Qin;Liu Yong Ethan;Chen Jing;Chen Jianfeng;Tian Jiaxin;Liu Feng;Li Bo;Du Yongling;Zhao Baoguo
以市售的吡哆醇和（S）-α，α-二芳基脯氨醇为原料，合成了一系列手性吡哆醇8和9。吡哆醛在以2，2-二苯基甘氨酸（7 f）为胺源的α-酮酸的不对称转氨反应中表现出良好的催化活性，以29-85%的产率和53- 80%ee's得到各种α-氨基酸。目前的不对称转氨作用已经成功地模拟了一个完整的生物转氨作用过程，其特征在于两个半转氨作用，一个小的手性吡哆醛分子作为催化剂，和对映选择性控制。
A series of chiral pyridoxals8and9have been developed from commercially available pyridoxine and (S)-α,α-diarylprolinols. The pyridoxals exhibited good catalytic activity in an asymmetric transamination of α-keto acids with 2,2-diphenylglycine (7f) as the amine source to give various α-amino acids in 29–85% yields with 53–80% ee’s. The current asymmetric transamination has successfully mimicked a complete biological transamination process characterized by two half-transaminations, a small chiral pyridoxal molecule acting as the catalyst, and enantioselective control.