A K⁺-promoted Diels-Alder reaction by using a self-assembled macrocyclic boronic ester containing two crown ether moieties.

ABSTRACT: A K⁺-promoted Diels-Alder reaction of 1,4,9,10-anthradiquinone with various dienes is achieved in the presence of a self-assembled macrocyclic boronic ester [2+2]_crown containing two crown ether moieties. The reaction rate is remarkably accelerated (up to 206-fold) compared to that in the absence of the promoter. Furthermore, the reaction proceeds regioselectively to yield an internal adduct. The self-assembly protocol was also demonstrated.

SUBMITTER: Ono K 

PROVIDER: S-EPMC6761878 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature