A biosynthetically inspired route to substituted furans using the Appel reaction: total synthesis of the furan fatty acid F<sub>5</sub>
Robert Lee
Martin Lindley
Gareth Pritchard
Marc Kimber
2134/25266
https://repository.lboro.ac.uk/articles/journal_contribution/A_biosynthetically_inspired_route_to_substituted_furans_using_the_Appel_reaction_total_synthesis_of_the_furan_fatty_acid_F_sub_5_sub_/9392678
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.
2017-06-06 13:50:37
untagged
Chemical Sciences not elsewhere classified