Total synthesis of 6-deoxyclitoriacetal isolated from Stemona collinsae Craib

A total synthesis of the rotenoid, 6-deoxyclitoriacetal, a cytotoxic natural product, was successfully achieved by using platinum-catalysed hydroarylation, Sharpless asymmetric dihydroxylation, regioselective IBX diol oxidation and stereoselective intramolecular keto-aldehyde pinacol coupling as the...

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Bibliographic Details
Published in:Tetrahedron letters 2006-08, Vol.47 (33), p.5989-5991
Main Authors: Khorphueng, Prapas, Tummatorn, Jumreang, Petsom, Amorn, Taylor, Richard J.K., Roengsumran, Sophon
Format: Article
Language:English
Subjects:
Pinacol coupling
Rotenoid
Samarium diiodide
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Summary:A total synthesis of the rotenoid, 6-deoxyclitoriacetal, a cytotoxic natural product, was successfully achieved by using platinum-catalysed hydroarylation, Sharpless asymmetric dihydroxylation, regioselective IBX diol oxidation and stereoselective intramolecular keto-aldehyde pinacol coupling as the key steps.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.05.188