1. ChemInform Abstract: Synthesis of Four Diastereomers and Structural Revision of Tetradenolide
- Author
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Yasunao Hattori, Yuji Kurogome, Maki Tokuda, Hidefumi Makabe, Yukie Nohara, and Rieko Katoh
- Subjects
chemistry.chemical_compound ,Natural product ,chemistry ,Tetradenia riparia ,Stereochemistry ,Acid catalyzed ,Deacetylboronolide ,Diastereomer ,Organic chemistry ,General Medicine ,Carbon-13 NMR ,Spectral data - Abstract
Four diastereomers of tetradenolide, a cytotoxic α-pyrone isolated from Tetradenia riparia, were synthesized stereoselectively using the Z-selective Horner–Emmons reaction followed by acid catalyzed lactonization. Making comparison of the 1H and 13C NMR spectral data of the four diastereomers with those of the reported value of natural product did not lead to determine the relative stereochemistry of the natural tetradenolide. Thus detailed investigation of the spectral data of the related compounds led us to revise the structure of tetradenolide as deacetylboronolide.
- Published
- 2014
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