手性咪唑啉-磷酸催化环状亚胺与吲哚的对映选择性aza-Friedel-Crafts 反应。
Enantioselective aza-Friedel-Crafts reaction of cyclic ketimines with indoles using chiral imidazoline-phosphoric acid catalysts.
机构信息
Department of Life Science and Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
出版信息
Chem Commun (Camb). 2018 Apr 12;54(31):3811-3814. doi: 10.1039/c8cc00594j.
PMID:29457178
Abstract
An enantioselective aza-Friedel Crafts reaction of cyclic 4-aryl-3-oxo-1,2,5-thiadiazol-1,1-oxides as cyclic ketimines with indoles was developed. High enantioselectivities were observed for the reaction of various cyclic ketimines with indoles using chiral imidazoline-phosphoric acid catalysts. The obtained products can be converted to chiral α-amino amide and hydantoin.
摘要
发展了环状 4-芳基-3-氧代-1,2,5-噻二唑-1,1-氧化物作为环状亚胺与吲哚的对映选择性aza-Friedel Crafts 反应。使用手性咪唑啉-磷酸催化剂，观察到各种环状亚胺与吲哚反应具有高对映选择性。获得的产物可以转化为手性α-氨基酰胺和海因。
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