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Synthesis of chiral α-substituted α-amino acid and amine derivatives through Ni-catalyzed asymmetric hydrogenation.
Chemical Communications ( IF 4.9 ) Pub Date : 2020-05-05 , DOI: 10.1039/d0cc01220c
Gongyi Liu 1 , Xianghe Zhang 1 , Heng Wang 2 , Hengjiang Cong 1 , Xumu Zhang 3 , Xiu-Qin Dong 1
Affiliation  

Highly efficient Ni-catalyzed asymmetric hydrogenation of cyclic N-sulfonyl ketimino esters was, for the first time, successfully developed, providing various chiral α-monosubstituted α-amino acid derivatives with excellent results (97-99% yields, 90 to >99% ee). Cyclic N-sulfonyl ketimines were also hydrogenated well to afford chiral amine derivatives with 98-99% yields and 97 to >99% ee. The gram-scale asymmetric hydrogenation was performed well with 85% yield and 99% ee using only 0.2 mol% catalyst.

中文翻译:

Ni催化的不对称氢化反应合成手性α-取代α-氨基酸和胺衍生物。

首次成功开发了高效的Ni催化的环状N-磺酰基酮亚胺基酯的不对称加氢反应,提供了各种具有优异效果的手性α-单取代α-氨基酸衍生物(97-99%的收率,90至> 99% ee)。环状N-磺酰基酮亚胺也被充分氢化,以98-99%的收率和97至> 99%的ee得到手性胺衍生物。仅使用0.2mol%的催化剂,克级不对称氢化进行得很好,产率为85%,ee为99%。
更新日期:2020-03-21
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