Enantioselective Vinylogous Conia-Ene Reaction Catalyzed by a Disilver(I)/Bisdiamine Complex,ACS Catalysis

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Enantioselective Vinylogous Conia-Ene Reaction Catalyzed by a Disilver(I)/Bisdiamine Complex
ACS Catalysis ( IF 11.3 ) Pub Date : 2021-05-27 , DOI: 10.1021/acscatal.1c01033
Chuncheng Zou ₁ , Lei Yang ₁ , Lei Zhang ₁ , Chengyu Liu ₁ , Yueyue Ma ₁ , Gonghua Song ₂ , Zhen Liu ₃ , Ruihua Cheng ₃ , Jinxing Ye _{1,

4}

Affiliation

Chiral all-carbon spirocycles emerge in a wide variety of natural products exhibiting biological and pharmacological activities. We present the disilver(I)/bisdiamine complex catalyzed asymmetric vinylogous Conia-ene reaction of γ′-pentyne-cyclohex-3-enones for the direct synthesis of chiral all-carbon spirocycles. The synergistic catalysis of silver(I) and the amine provided the vinylogous adducts in good yields with high enantioselectivities. DFT calculations verified the regioselectivity and enantioselectivity of the reaction and highlighted the high catalytic activity of the disilver(I)/bisdiamine complex. In addition, various polycyclic products were achieved by derivatization of the spirocyclic enones.

中文翻译：

Disilver(I)/双二胺复合物催化的对映选择性Vinylogous Conia-Ene反应

手性全碳螺环出现在各种具有生物和药理活性的天然产物中。我们提出了二银（I）/双二胺配合物催化的 γ'-戊炔-环己-3-烯酮的不对称乙烯酮反应，用于直接合成手性全碳螺环。银 (I) 和胺的协同催化以良好的收率提供了具有高对映选择性的乙烯基加合物。DFT 计算验证了反应的区域选择性和对映选择性，并突出了二银（I）/双二胺复合物的高催化活性。此外，通过衍生化螺环烯酮获得了各种多环产品。

更新日期：2021-06-18

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