A biosynthetically inspired route to substituted furans using the Appel reaction: total synthesis of the furan fatty acid F5,Chemical Communications

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A biosynthetically inspired route to substituted furans using the Appel reaction: total synthesis of the furan fatty acid F5
Chemical Communications ( IF 4.3 ) Pub Date : 2017-05-19 00:00:00 , DOI: 10.1039/c7cc03229c
Robert J. Lee _{1,

2,

3,

4,

5} , Martin R. Lindley _{3,

4,

5,

6,

7} , Gareth J. Pritchard _{1,

2,

3,

4,

5} , Marc C. Kimber _{1,

2,

3,

4,

5}

Affiliation

Appel reaction conditions have been harnessed to affect a mild biosynthetically inspired dehydration of endoperoxides to deliver multi-substituted electron rich furans. Unlike traditional dehydrative procedures, this method is metal and acid free, and can be achieved under redox neutral conditions. It is general for a range of aryl and alkyl substituted endoperoxides, and is functional group tolerant. Furthermore, this procedure has been used to deliver an effective total synthesis of the furan fatty acid (FFA) F₅.

中文翻译：

利用Appel反应通过生物合成方法获得取代呋喃的途径：呋喃脂肪酸F _5的全合成

利用了Appel反应条件来影响内合成过氧化物的温和生物合成激发的脱水作用，以递送多取代的富电子呋喃。与传统的脱水程序不同，此方法不含金属和酸，可以在氧化还原中性条件下实现。通常适用于一定范围的芳基和烷基取代的内过氧化物，并且对官能团具有耐受性。此外，该程序已用于提供呋喃脂肪酸（FFA）F ₅的有效全合成。

更新日期：2017-05-27

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