Abstract

An asymmetric iodolactonization reaction of allenoic acids has been extensively studied. Eight different chiral squaramides were prepared in a straightforward manner and investigated as organocatalysts. The reaction protocol is operationally simple to execute and proceeds with up to 76% enantiomeric excess. Several conditions, additives, catalysts, and substrates have been investigated. The best results were observed with 3-((3,5-bis(trifluoromethyl)phenyl)amino)-4-(((1R,2R)-2-(dipentylamino)cyclohexyl)amino)-cyclobut-3-ene-1,2-dione as the catalyst.

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