38197-47-6Relevant articles and documents
Resolution of Vaulted Biaryl Ligands via Borate Esters of Quinine and Quinidine
Cagnon, Brian R.,Mohammadlou, Aliakbar,Wulff, William D.,Yin, Xiaopeng,Zheng, Li
, p. 10432 - 10450 (2020)
Given the sudden and unexplained rise in the cost of (+)- A nd (-)-sparteine, an alternative method for the resolution of vaulted biaryls has been developed. This method involves the reaction of a racemic vaulted biaryl ligand with one equivalent of BH3·SMe2 and one equivalent of either quinine or quinidine. A precipitate then forms from the resulting mixture of diastereomeric borates as a result of differential solubilities. Hydrolysis of the precipitate then liberates the (S)-ligand in the case of quinine and the (R)-ligand in the case of quinidine, both with >99% ee. This method has been applied to 16 different vaulted biaryl ligands, including 10 whose preparation is described here for the first time. In addition, proof of principle has been demonstrated for the dynamic thermodynamic resolution of the vaulted biaryl ligands with this method in combination with a nonchiral copper(II) complex that can racemize the ligand.
Preparation method of 4-cycloalkylacetophenone derivatives
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Paragraph 0078-0080, (2019/01/08)
The invention discloses a preparation method of 4-cycloalkylacetophenone derivatives, and belongs to the technical field of organic compounds. A 2-substituted acetophenone derivative or a 3-substituted acetophenone derivative is used as an initiator, so raw materials are easy to obtain and have many kinds; and the 4-substituted cycloalkyl acetophenone derivatives obtained by using the method are various, can be directly used, and can also be used in other further reactions. The preparation method has the advantages of simplicity in reaction operation and post-treatment, high yield, and no generation of a large amount of metal salts, is a green method with high atom economy, and is suitable for large-scale production.
Synthesis of substituted adamantylzinc reagents using a Mg-insertion in the presence of ZnCl2 and further functionalizations
Saemann, Christoph,Dhayalan, Vasudevan,Schreiner, Peter R.,Knochel, Paul
supporting information, p. 2418 - 2421 (2014/05/20)
The LiCl-mediated Mg-insertion in the presence of ZnCl2 allows an efficient synthesis of adamantylzinc reagents starting from the corresponding functionalized tertiary bromides. The highly reactive adamantylzinc species readily undergo a broad