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Stereoselective total synthesis of (S)- and (R)-nuciferine using benzyne chemistry
Tetrahedron ( IF 2.1 ) Pub Date : 2020-07-31 , DOI: 10.1016/j.tet.2020.131461
Givago P. Perecim , Victor M. Deflon , Gabriel R. Martins , Leandro M.C. Pinto , Gleison A. Casagrande , Diogo Oliveira-Silva , Cristiano Raminelli

Total syntheses of (S)- and (R)-nuciferine were accomplished through approach involving diastereoselective reaction between a chiral dihydroisoquinoline enamide and 2-(trimethylsilyl)phenyl trifluoromethanesulfonate promoted by CsF, affording a separable mixture of diastereoisomers, which provided (S)- and (R)-nuciferine via simple and efficient transformations.



中文翻译:

使用苯并炔化学的立体选择性全合成(S)-和(R)-核苷

S)-和(R)-核苷的总合成是通过涉及手性二氢异喹啉烯酰胺与CsF促进的2-(三甲基甲硅烷基)苯基三氟甲磺酸酯之间的非对映选择性反应的方法完成的,从而提供了可分离的非对映异构体混合物,从而提供了(S)-和(R)-核苷通过简单而有效的转化。

更新日期:2020-08-28
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