Boronate Ester Bullvalenes

J Am Chem Soc. 2020 Feb 26;142(8):3680-3685. doi: 10.1021/jacs.9b12930. Epub 2020 Feb 12.

Abstract

Boronate ester bullvalenes are now accessible in two to four operationally simple steps. This unlocks late-stage diversification through Suzuki cross-coupling reactions to give mono-, di-, and trisubstituted bullvalenes. Moreover, a linchpin strategy enables preprogrammed installation of two different substituents. Analysis of solution phase isomer distributions and single-crystal X-ray structures reveals that isomer preference in the crystal lattice is due to general shape selectivity.

Publication types

  • Research Support, Non-U.S. Gov't