Enantioselective Iridium-Catalyzed Allylation of Acetylenic Ketones via 2-Propanol-Mediated Reductive Coupling of Allyl Acetate: C14-C23 of Pladienolide D.

Gilmar A BritoWoo-Ok JungMinjin YooMichael J Krische

Published in: Angewandte Chemie (International ed. in English) (2019)

Highly enantioselective catalytic reductive coupling of allyl acetate with acetylenic ketones occurs in a chemoselective manner in the presence of aliphatic or aromatic ketones. This method was used to construct C14-C23 of pladienolide D in half the steps previously required.

Keyphrases

room temperature
amino acid
ionic liquid
crystal structure
electron transfer