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Enantioselective Synthesis of the C23–C33 Fragment of Aetheramide A and Its C32 Epimer

Publication at Faculty of Science |
2018

Abstract

The key aetheramide A intermediate with the natural (R,R,R) configuration along with the one having the unnatural (R,S,R) configuration was synthesized. The synthesis of both stereoisomers was accomplished by Suzuki coupling of two advanced chiral building blocks: (R,R)- and (R,S)-vinylboronates and an (R)-iodoalkene.

The former was prepared from (R)-mandelic acid, and the latter was prepared by enantioselective allylation of 3-iodoacrylaldehyde.