Construction of the 1,2-Dialkenylcyclohexane Framework via Ireland-Claisen Rearrangement and Intramolecular Barbier Reaction: Application to the Synthesis of (±)-Geijerone and a Diastereoisomeric Mixture with Its 5-Epimer

Construction of the 1,2-Dialkenylcyclohexane Framework via Ireland-Claisen Rearrangement and Intramolecular Barbier Reaction: Application to the Synthesis of (±)-Geijerone and a Diastereoisomeric Mixture with Its 5-Epimer

The elemene-type terpenoids, which possess various biological activities, contain a syn- or anti-1,2-dialkenylcyclohexane framework. An efficient synthetic route to the syn- and anti-1,2-dialkenylcyclohexane core and its application in the synthesis of (±)-geijerone and its diastereomer is reported...

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Bibliographic Details
Main Authors: Dawei Liang, Nana Gao, Wei Liu, Jinhua Dong
Format: Article
Language:English
Published: MDPI AG 2014-01-01
Series:Molecules
Subjects:
1,2-dialkenylcyclohexane
(±)-geijerone
Ireland-Claisen rearrangement
intramolecular barbier reaction
synthesis
Online Access:http://www.mdpi.com/1420-3049/19/1/1238

Internet

http://www.mdpi.com/1420-3049/19/1/1238

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