Concise asymmetric synthesis of (R)-(+)-tanikolide |
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Institution: | Department of Advanced Materials Chemistry, Graduate School of Engineering, Yokohama National University, Yokohama 240-8501, Japan |
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Abstract: | A highly stereoselective total synthesis of (R)-(+)-tanikolide, a δ-lactonic marine natural product, was accomplished in seven steps from easily available starting materials with a 51% overall yield. An asymmetric synthesis of an α-hydroxy aldehyde having a stereogenic quaternary center, by the use of (S)-2-(anilinomethyl)pyrrolidine as a chiral auxiliary, was employed in a key step. |
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