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A copper(i)-catalyzed asymmetric Mannich reaction of glycine Schiff bases with isatin-derived ketimines: enantioselective synthesis of 3-substituted 3-aminooxindoles†
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2017-09-20 00:00:00 , DOI: 10.1039/c7qo00691h
Jing-Yan Zhu 1, 2, 3, 4 , Wu-Lin Yang 1, 2, 3, 4 , Yang-Zi Liu 1, 2, 3, 4 , Shao-Jing Shang 1, 2, 3, 4 , Wei-Ping Deng 1, 2, 3, 4
Affiliation  

A Cu(I)/Ph-Phosferrox complex catalyzed asymmetric Mannich reaction of glycine Schiff bases with isatin-derived ketimines has been described. This strategy can provide direct access to chiral 3-substituted 3-aminooxindoles bearing vicinal quaternary–tertiary carbon stereocenters in high yields (up to 99%), excellent enantioselectivities (up to >99% ee) and moderate to high diastereoselectivities (up to 98 : 2 dr).

中文翻译:

铜(i)催化甘氨酸席夫碱与伊斯汀衍生的酮亚胺的不对称曼尼希反应:3-取代的3-氨基恶吲哚的对映选择性合成

已经描述了Cu(I)/ Ph-Phosferrox络合物催化甘氨酸席夫碱与伊斯汀衍生的酮亚胺的不对称曼尼希反应。该策略可以高产率(高达99%),优异的对映选择性(高达> 99%ee)和中度到高非对映选择性(高达98)直接获得带有邻位季铵-叔碳立体中心的手性3取代的3-氨基羟吲哚。 :2博士)。
更新日期:2017-09-20
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