Design and synthesis of C 3-symmetric molecules bearing propellane moieties via cyclotrimerization and a ring-closing metathesis sequence

Beilstein J Org Chem. 2018 Oct 1:14:2537-2544. doi: 10.3762/bjoc.14.230. eCollection 2018.

Abstract

We have developed an efficient synthetic strategy to assemble C 3-symmetric molecules containing propellane moieties as end groups and a benzene ring as a central core. The synthesis of these C 3-symmetric molecules involves simple starting materials. Our approach to C 3-symmetric compounds relies on a Diels-Alder reaction, cyclotrimerization and ring-closing metathesis as key steps.

Keywords: Diels–Alder; cyclotrimerization; propellane; ring-closing metathesis.