A biosynthetically inspired route to substituted furans using the Appel reaction: total synthesis of the furan fatty acid F5
journal contributionposted on 06.06.2017, 13:50 by Robert Lee, Martin LindleyMartin Lindley, Gareth PritchardGareth Pritchard, Marc KimberMarc Kimber
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.