Ragno Daniele, Bortolini Olga, Giovannini Pier Paolo, Massi Alessandro, Pacifico Salvatore, Zaghi Anna
Dipartimento di Scienze Chimiche e Farmaceutiche, Laboratorio di Chimica Organica, Via Fossato di Mortara 17, 44121 Ferrara, Italy.
Org Biomol Chem. 2014 Aug 14;12(30):5733-44. doi: 10.1039/c4ob00759j. Epub 2014 Jun 26.
An operationally simple one-pot, two-step procedure for the desymmetrization of benzils is herein described. This consists in the chemoselective cross-benzoin reaction of symmetrical benzils with aromatic aldehydes catalyzed by the methyl sulfinyl (dimsyl) anion, followed by microwave-assisted oxidation of the resulting benzoylated benzoins with nitrate, avoiding the costly isolation procedure. Both electron-withdrawing and electron-donating substituents may be accommodated on the aromatic rings of the final unsymmetrical benzil.
本文描述了一种操作简单的一锅两步法对苯偶酰进行去对称化的方法。该方法包括在甲基亚磺酰（二甲亚砜）阴离子催化下，对称苯偶酰与芳香醛进行化学选择性交叉安息香反应，随后用硝酸盐对生成的苯甲酰化安息香进行微波辅助氧化，避免了昂贵的分离步骤。吸电子和供电子取代基均可存在于最终不对称苯偶酰的芳环上。
