title: Improving carbene-copper-catalyzed asymmetric synthesis of α-aminoboronic esters using benzimidazole-based precursors.
abstract: By using a benzimidazole core and N-substitutions to tune the electronic properties of the corresponding N-heterocyclic carbenes, a one-pot protocol for efficient synthesis of α-aminoboronic esters without the need of a glovebox was developed in this work. The starting materials for the transformation can also be extended from aldehydes to ketones. An alternative protocol with short reaction time using preformed carbene-copper chloride is also described.
authors: College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai, China.
authors: Kun
authors: K
authors: Wen
authors: Han
authors: H
authors: Wang
authors: Jinbo
authors: J
authors: Chen
authors: He
authors: H
authors: Zhang
authors: Xiaodan
authors: X
authors: Cui
authors: Chao
authors: C
authors: Wei
authors: Erkang
authors: E
authors: Fan
authors: Zhihua
authors: Z
authors: Sun
mesh_terms: D001562:Benzimidazoles / Q000737:chemistry*; D001897:Boronic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D001562:Benzimidazoles; D001897:Boronic Acids; D004952:Esters; D006571:Heterocyclic Compounds; C030011:carbene; D003300:Copper; C031000:benzimidazole; D008697:Methane