化学
弗里德尔-克拉夫茨反应
酚类
催化作用
对映体
加合物
有机催化
辛可宁
有机化学
对映选择合成
对映体过量
作者
David Svestka,Jan Otevřel,Pavel Bobáľ
标识
DOI:10.1002/adsc.202200180
摘要
Abstract Herein we report the asymmetric organocatalyzed method for the Friedel–Crafts reaction between activated phenols and trihaloacetaldehydes. A three‐phase screening including 41 compounds was employed to identify a catalyst structure based on 3,5‐dinitrobenzamide of 9‐amino‐ epi ‐cinchonidine as the lead catalytic molecule. Under the optimized reaction conditions, the above catalyst offered trihalohydroxyalkylated adducts in yields ranging from 26 to 92% and enantiomeric ratios within 69:31–99:1. The reaction scope was determined on 29 entries and several follow‐up transformations of the enantioenriched products were accomplished. magnified image
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