Selective Transformations of Carbonyl Functions in the Presence of 伪,尾-Unsaturated Ketones: Concise Asymmetric Total Synthesis of Decytospolides A and B

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• 作者：Kenzo Yahata ; Masaki Minami ; Kei Watanabe ; Hiromichi Fujioka
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：July 18, 2014
• 年：2014
• 卷：16
• 期：14
• 页码：3680-3683
• 全文大小：305K
• ISSN：1523-7052

文摘

Enones selectively react with a combination of PPh₃ and TMSOTf to produce phosphonium silyl enol ethers, which work as protective groups of enones during the reduction of other carbonyl functions and can be easily deprotected to regenerate parent enones at workup. Furthermore, the first ketone selective alkylations in the presence of enones were also accomplished. This in situ protection method was applied to concise asymmetric total syntheses of decytospolides A and B.