ol8b00988_si_001.pdf (11.43 MB)
Enantioselective [3 + 2] Formal Cycloaddition of 1‑Styrylnaphthols with Quinones Catalyzed by a Chiral Phosphoric Acid
journal contribution
posted on 2018-04-27, 14:39 authored by Wang Feng, Hui Yang, Zhe Wang, Bo-Bo Gou, Jie Chen, Ling ZhouThe
first highly enantioselective [3 + 2] formal cycloaddition
of 1-styrylnaphthols (or phenol) with quinones catalyzed by a chiral
phosphoric acid has been reported. A class of trans-2,3-diarylbenzofurans were prepared efficiently (up to 99% yield,
>20:1 dr, 99% ee). This organocatalytic procedure allows lowering
of the catalyst loading to 0.5 mol % without considerable loss in
reactivity and enantioselectivity.