Prolinamide/PPTS-Catalyzed Hajos-Parrish Annulation : Efficient Approach to the Tricyclic Core of Cylindricine-Type Alkaloids

Prolinamide/PPTS-Catalyzed Hajos-Parrish Annulation : Efficient Approach to the Tricyclic Core of Cylindricine-Type Alkaloids
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DOI:
10.1055/s-0028-1083542
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发表时间:
2008-10
期刊:
影响因子:
2
通讯作者:
Xiao‐Ming Zhang;Min Wang;Y. Tu;Chun‐An Fan;Yi-Jun Jiang;Shu‐Yu Zhang;Fu‐Min Zhang
Xiao‐Ming Zhang;Min Wang;Y. Tu;Chun‐An Fan;Yi-Jun Jiang;Shu‐Yu Zhang;Fu‐Min Zhang
中科院分区:
化学4区
文献类型:
--
作者:
Xiao‐Ming Zhang;Min Wang;Y. Tu;Chun‐An Fan;Yi-Jun Jiang;Shu‐Yu Zhang;Fu‐Min Zhang

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利用脯氨酸酰胺和PPTS的催化量,以高对映选择性和高收率高效地构建了一系列具有高功能化取代基的Wieland-Miescher酮类似物。我们成功地利用这一反应作为合成圆柱碱型生物碱三环核心的关键步骤。
A series of Wieland-Miescher ketone analogues bearing highly functionalized substituents are efficiently constructed in high enantioselectivities and good yields using catalytic amounts of prolinamide and PPTS. We have successfully utilized this reaction as a key step to synthesize the tricyclic core of cylindricine type alkaloids.