1589553-46-7Relevant academic research and scientific papers
Chiral 2-imidazoline aniline compound as well as preparation method and application thereof
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Paragraph 0147-0152; 0189-0190, (2021/07/14)
The invention provides a chiral 2-imidazoline aniline compound as well as a preparation method and application thereof. The preparation method comprises the following steps: reacting an o-nitrobenzoic acid compound as shown in a formula (1), oxalyl chloride and N, N-dimethylformamide to obtain an o-nitrobenzoyl chloride compound as shown in a formula (7); adding the hydroxyl amide derivative into a mixed solution of an amino alcohol compound as shown in a formula (2) and triethylamine to obtain a hydroxyl amide derivative as shown in a formula (3); reacting with thionyl chloride to obtain a dichloro compound as shown in a formula (4); then adding triethylamine and primary amine R2NH2 to prepare a nitroimidazoline derivative; and finally, reducing to obtain the chiral 2-imidazoline aniline compound as shown in a formula (6). The chiral 2-imidazoline aniline compound is easy to prepare, the raw materials are cheap and easy to obtain, the preparation method is simple, and the synthesized chiral ligand containing the 2-imidazoline aniline fragment can be used as a catalyst for catalyzing asymmetric hydroboration reaction of cobalt-catalyzed olefin and asymmetric hydroamination reaction of cobalt-catalyzed non-activated terminal olefin.
Dual-Stereocontrol Asymmetric Cobalt-Catalyzed Hydroboration of Sterically Hindered Styrenes
Zhang, Heyi,Lu, Zhan
, p. 6596 - 6600 (2016/10/14)
An oxazoline aminoisopropylpyridine (OAP) was designed and synthesized for cobalt-catalyzed asymmetric hydroboration of sterically hindered styrenes. A unique dual-stereocontrol phenomenon was observed using a rigid OIP·CoCl2 complex or a flexible OAP with CoCl2 as precatalysts, respectively. The reaction could be easily carried out on a gram scale to afford chiral alkylboronic esters which could be converted into diverse C-X (X = C, N, O) bond cross-coupling products. The mechanistically distinct pathways were proposed on the basis of deuterium experiments.
Stereospecific conversion of alcohols into pinacol boronic esters using lithiation-borylation methodology with pinacolborane
Roesner, Stefan,Brown, Christopher A.,Mohiti, Maziar,Pulis, Alexander P.,Rasappan, Ramesh,Blair, Daniel J.,Essafi, Stéphanie,Leonori, Daniele,Aggarwal, Varinder K.
supporting information, p. 4053 - 4055 (2014/04/03)
The synthesis of primary and secondary pinacol boronic esters via lithiation-borylation of carbamates and benzoates with pinacolborane is described. This new protocol enables the highly selective synthesis of enantioenriched and geometrically defined boronic esters that cannot otherwise be accessed by alternative methodologies. This journal is the Partner Organisations 2014.
