Diastereoselective synthesis of the indeno-tetrahydropyridine core bearing a diaryl-substituted stereogenic quaternary carbon center of haouamine B
作者:Takeshi Tanaka、Hiromi Inui、Hiroshi Kida、Takeshi Kodama、Takuya Okamoto、Aki Takeshima、Yoshimitsu Tachi、Yoshiki Morimoto
DOI:10.1039/c0cc04453a
日期:——
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 alpha-C-arylation and subsequent direct conversion of the vinylogous imide function into the C2-C25 double bond by TsNHNH(2).
有效合成细胞毒性haouamine B(2)的特征茚并四氢吡啶核,其特征是分子内Pd催化的α-C-芳基化反应形成非对映选择性的二芳基取代的立体构象季中心,随后将乙烯基酰亚胺功能直接转化为TsNHNH(2)形成C2-C25双键。