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Asymmetric Synthesis of 4‑Aryl-3,4-dihydrocoumarins by N‑Heterocyclic Carbene Catalyzed Annulation of Phenols with Enals

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posted on 2017-02-23, 22:03 authored by Guo-Tai Li, Zhi-Ke Li, Qing Gu, Shu-Li You
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.

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