trans-Cyclooctenes as Halolactonization Catalysts

Angew Chem Int Ed Engl. 2018 Oct 15;57(42):13863-13867. doi: 10.1002/anie.201808320. Epub 2018 Sep 19.

Abstract

The strained olefins in trans-cyclooctenes serve as efficient catalysts for halolactonizations, including bromolactonizations and iodolactonizations. The trans-cyclooctene framework is essential for excellent catalytic performance, and the substituents also play important roles in determining efficiency. These results are the first demonstration of catalysis by a trans-cyclooctene.

Keywords: Lewis base; halolactonization; organocatalyst; strained olefins; trans-cyclooctene.