School of Chemistry and Molecular Engineering, East China Normal University, 500 Dongchuan Road Shanghai, 200241, P. R. China.
Chem Commun (Camb). 2021 Jun 8;57(46):5690-5693. doi: 10.1039/d1cc02080c.
Herein, we disclosed a highly efficient strategy of enantioselective synthesis of 2,3-furan-fused carbocycles bearing three-contiguous stereocenters. This transformation is catalyzed by dual catalysis of PtCl4/chiral amines via tandem dehydrogenative annulation/Diels-Alder reaction of 2-(1-alkynyl)-2-alken-1-ones and enals. The in situ generation of the furan-based ortho-quinodimethane intermediates and the iminium activation of enals are crucial to this transformation.
在此，我们揭示了一种高效的方法，通过 PtCl4/手性胺的双重催化作用，通过 2-(1-炔基)-2-烯-1-酮和烯醛的串联脱氢环化/Diels-Alder 反应，对带有三个连续手性中心的 2,3-呋喃稠合碳环进行对映选择性合成。呋喃基邻醌二甲烷中间体的原位生成和烯醛的亚胺活化对这一转化至关重要。
