ol7b00088_si_002.cif (193.49 kB)
Asymmetric Synthesis of 4‑Aryl-3,4-dihydrocoumarins by N‑Heterocyclic Carbene Catalyzed Annulation of Phenols with Enals
dataset
posted on 2017-02-23, 22:03 authored by Guo-Tai Li, Zhi-Ke Li, Qing Gu, Shu-Li YouThe
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.