化学
共晶体系
氯化胆碱
基质(水族馆)
胺气处理
有机化学
化学选择性
山梨醇
对映选择合成
组合化学
催化作用
合金
海洋学
地质学
作者
Luciana Cicco,Antonio Salomone,Paola Vitale,Nicolás Ríos‐Lombardía,Javier González‐Sabín,Joaquín García‐Álvarez,Filippo Maria Perna,Vito Capriati
出处
期刊:Chemsuschem
[Wiley]
日期:2020-05-23
卷期号:13 (14): 3583-3588
被引量:40
标识
DOI:10.1002/cssc.202001142
摘要
Abstract Highly polarized organometallic compounds of s‐block elements are added smoothly to chiral N‐tert ‐butanesulfinyl imines in the biodegradable d ‐sorbitol/choline chloride eutectic mixture, thereby granting access to enantioenriched primary amines after quantitatively removing the sulfinyl group. The practicality of the method is further highlighted by proceeding at ambient temperature and under air, with very short reaction times (2 min), enabling the preparation of diastereoisomeric sulfinamides in very good yields (74–98 %) and with a broad substrate scope, and the possibility of scaling up the process. The method is demonstrated in the asymmetric syntheses of both the chiral amine side‐chain of ( R , R )‐Formoterol (96 % ee ) and the pharmaceutically relevant ( R )‐Cinacalcet (98 % ee ).
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