Journal of the American Chemical Society

Deracemization of α-aryl hydrocoumarins via catalytic asymmetric protonation of ketene dithioacetals

JW Lee, B List

文献索引：Lee, Ji-Woong; List, Benjamin Journal of the American Chemical Society, 2012 , vol. 134, # 44 p. 18245 - 18248

全文：HTML全文

被引用次数: 35

摘要

An unprecedented catalytic asymmetric protonation of ketene dithioacetals is described. Various racemic α-aryl hydrocoumarin derivatives are transformed into enantioenriched dithioacetal-protected hydrocoumarins in the presence of a chiral Brønsted acid catalyst. A newly developed phosphoric acid, featuring the 3, 5-bis (pentafluorothio) phenyl (3, 5-(SF5) 2C6H3) substituent, is introduced. The obtained products can be easily converted into ...