State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, China.
Org Lett. 2017 Mar 17;19(6):1318-1321. doi: 10.1021/acs.orglett.7b00088. Epub 2017 Feb 24.
The highly enantioselective synthesis of 4-aryl-3,4-dihydrocoumarins was realized through direct annulation of phenols with enals catalyzed by dihydroisoquinoline-type NHC (DHIQ-NHC), an N-heterocyclic carbene derived from l-phenylalanine. The catalytic reaction proceeds with a wide scope of electron-rich phenols and enals providing structurally diverse 4-aryl-3,4-dihydrocoumarins in good to excellent yields and enantioselectivity. This method was useful in the synthesis of natural products and biologically relevant compounds from readily available starting materials.
通过二氢异喹啉型 NHC（DHIQ-NHC）催化的酚与烯醛的直接环化反应，实现了高对映选择性合成 4-芳基-3,4-二氢香豆素。DHIQ-NHC 是由 L-苯丙氨酸衍生的 N-杂环卡宾。该催化反应具有广泛的富电子酚和烯醛范围，可从易得的起始原料中提供结构多样的 4-芳基-3,4-二氢香豆素，产率和对映选择性良好。该方法可用于从易得的起始原料合成天然产物和生物相关化合物。
