双功能方酰胺催化由2-(1-甲苯磺酰基烷基)苯酚生成的邻醌甲基化物合成手性二氢香豆素。
Bifunctional squaramide-catalyzed synthesis of chiral dihydrocoumarins via ortho-quinone methides generated from 2-(1-tosylalkyl)phenols.
作者信息
Zhou Ji, Wang Mao-Lin, Gao Xiang, Jiang Guo-Fang, Zhou Yong-Gui
机构信息
State Key Lab of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China.
State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. China.
出版信息
Chem Commun (Camb). 2017 Mar 23;53(25):3531-3534. doi: 10.1039/c7cc01072a.
A bifunctional squaramide-catalyzed reaction of azlactones with o-quinone methides in situ generated from 2-(1-tosylalkyl)-phenols has been successfully developed under basic conditions, providing an efficient and mild access to chiral dihydrocoumarins bearing adjacent tertiary and quaternary stereogenic centers in high yields with excellent diastereo- and enantioselectivities.
在碱性条件下，已成功开发出一种双功能方酰胺催化的吖内酯与由2-(1-甲苯磺酰基烷基)苯酚原位生成的邻醌甲基化物的反应，该反应能高效、温和地合成具有相邻叔碳和季碳立体中心的手性二氢香豆素，产率高，非对映选择性和对映选择性优异。
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