Organo-catalyzed asymmetric cascade annulation reaction for the construction of bi-spirocyclic pyrazolone and oxindole derivatives
Organo-catalyzed asymmetric cascade annulation reaction for the construction of bi-spirocyclic pyrazolone and oxindole derivatives
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DOI：
10.1039/d0qo00001a
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发表时间：
2020-03
影响因子：
5.4
通讯作者：
Bingbing Sun;Jun-Bo Chen;Junqi Zhang;Xiao-Peng Yang;Hao Lv;Zheng Wang;Xing-Wang Wang-Xing-Wang-Wang-2426252
中科院分区：
文献类型：
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作者：
Bingbing Sun;Jun-Bo Chen;Junqi Zhang;Xiao-Peng Yang;Hao Lv;Zheng Wang;Xing-Wang Wang-Xing-Wang-Wang-2426252
报道了一种双功能有机催化剂催化β，γ-不饱和α-酮酯与α-芳基吡唑啉酮之间的串联环化反应。串联Michael-aldol工艺允许以高收率获得具有光学活性的双螺环吡唑酮和氧吲哚化合物，具有良好的对映选择性和非对映选择性。所制得的双螺环化合物具有高密度功能化取代基、两个全碳螺环季立体中心和一个半晶立体中心。
A bifunctional organocatalyst catalyzed tandem annulation reaction between β,γ-unsaturated α-ketoesters with α-arylidene pyrazolinones was reported. The tandem Michael–aldol process allows access to optically active bi-spirocyclic pyrazolone and oxindole compounds in high yields with good to excellent enantioselectivity and diastereoselectivity. The resulting bi-spirocyclic compounds possess highly dense functionalized substituents, two all-carbon spiro quaternary stereocenters and one hemiketal stereogenic centers.