Kinetic Resolution of α‐Hydroxyamide via N‐Heterocyclic Carbene‐Catalyzed Acylation

Kinetic Resolution of α‐Hydroxyamide via N‐Heterocyclic Carbene‐Catalyzed Acylation
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N-杂环卡宾催化酰化动力学拆分α-羟基酰胺

DOI:
10.1002/ajoc.202200452
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发表时间:
2022
影响因子:
2.7
通讯作者:
Inokuma Tsubasa
Inokuma Tsubasa
中科院分区:
化学3区
文献类型:
--
作者:
Yamada Ken‐ichi;Yamauchi Akiho;Fujiwara Tatsuya;Hashimoto Keiji;Wang Yinli;Kuwano Satoru;Inokuma Tsubasa

文献摘要

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考察了α -羟酰胺N取代基对N -杂环碳手性催化动力学拆分性能的影响。N -叔-丁基- α -羟胺类化合物性能最好,通过手性N -杂环羰基/羧酸阴离子共催化与α -溴醛进行了对映选择性酰化反应,在高选择性因子高达128的条件下实现了动力学分辨。
The effect of N‐substituent of α‐hydroxyamides on the performance of chiral N‐heterocyclic carbene‐catalyzed kinetic resolution was examined.N‐tert‐Butyl‐α‐hydroxyamides provided the best performance and underwent enantioselective acylation with α‐bromo aldehyde by chiral N‐heterocyclic carbene/carboxylate anion co‐catalysis to realize kinetic resolution in high selectivity factor up to 128.