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A Novel Strategy for the Key Fully Substituted Cyclopentenedione Moiety of Madindolines via AlEt3-promoted Tandem Reductive Rearrangement of α-Hydroxy Epoxides

✍ Scribed by Shuan-Hu Gao; Yan-Xing Jia; Xue-Zhi Zhao; Yong-Qiang Tu


Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
51 KB
Volume
24
Category
Article
ISSN
0256-7660

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✦ Synopsis


Abstract

The fully substituted cyclopentenedione core of madindoline A (1) and B (2) as potent and selective inhibitor of IL‐6 has been synthesized efficiently. The quaternary carbon center C‐2′ was constructed on the basis of a newly developed AlEt~3~‐promoted tandem reductive rearrangement of α‐hydroxy epoxides.