Synthetic studies on the taxane skeleton: effective construction of eight-membered carbocyclic ring by palladium-catalyzed intramolecular α-alkenylation of a methyl ketone

Masayuki Utsugi, Yasuaki Kamada, Masahisa Nakada

doi:10.1016/j.tetlet.2008.05.105

Synthetic studies on the taxane skeleton: effective construction of eight-membered carbocyclic ring by palladium-catalyzed intramolecular α-alkenylation of a methyl ketone

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書誌事項

公開日: 2008-08

権利情報

https://www.elsevier.com/tdm/userlicense/1.0/

DOI

10.1016/j.tetlet.2008.05.105

公開者: Elsevier BV

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説明

A new method for the construction of the eight-membered carbocyclic ring in the taxane skeleton is described. The palladium-catalyzed intramolecular α-alkenylation of a methyl ketone effectively constructed the eight-membered carbocyclic ring in the taxol model compound. To the best of our knowledge, this reaction is the first example of forming an eight-membered carbocyclic ring by the palladium-catalyzed intramolecular α-alkenylation of a ketone.