Diastereoselective Synthesis of the Indeno-Tetrahydropyridine Core Bearing a Diaryl-Substituted Stereogenic Quaternary Carbon Center of Haouamine B

Diastereoselective Synthesis of the Indeno-Tetrahydropyridine Core Bearing a Diaryl-Substituted Stereogenic Quaternary Carbon Center of Haouamine B
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带有二芳基取代的 Haouamine B 立体季碳中心的茚并四氢吡啶核的非对映选择性合成

DOI:
10.1039/c0cc04453a
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发表时间:
2011
期刊:
Chem. Commun.
影响因子:
--
通讯作者:
and Yoshiki Morimoto
and Yoshiki Morimoto
中科院分区:
--
文献类型:
--
作者:
Takeshi Tanaka;Hiromi Inui;Hiroshi Kida;Takeshi Kodama;Takuya Okamoto;Aki Takeshima;Yoshimitsu Tachi;and Yoshiki Morimoto

文献摘要

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通过分子内Pd催化的α-C-芳基化反应,通过分子内Pd催化的芳基化反应,将乙烯基酰亚胺的官能团直接转化为C2-C25双键,有效地合成了细胞毒豪华胺B(2)的特征吲哚四氢吡啶核.
The characteristic indeno-tetrahydropyridine core of cytotoxic haouamine B (2) was efficiently synthesized featuring the diastereoselective construction of a diaryl-substituted stereogenic quaternary center by an intramolecular Pd-catalyzed α-C-arylation and subsequent direct conversion of the vinylogous imide function into the C2–C25 double bond by TsNHNH2.