O-Quinodimethane Atropisomers: Enantioselective Synthesis and Stereospecific Transformation.

ABSTRACT: o-Quinodimethanes have remarkable utility as reactive intermediates in Diels-Alder reactions, enabling significantly accelerated routes to complex polycyclic compounds. The discovery of different discrete precursors to thermally generate o-quinodimethanes thereby greatly augmented their availability and versatility. However, due to the required high temperatures and the immense reactivity of o-quinodimethanes, stereoselectivity to afford isomerically defined products still constitutes a critical challenge. Herein, we describe the accessibility of atropisomeric o-quinodimethanes, the enantioselective synthesis of their precursors, their remarkable configurational stability and the stereospecific transformation by the benzannulation of dienophiles. A catalyst-stereocontrolled [2+2+2] cycload

SUBMITTER: Dong J 

PROVIDER: S-EPMC10100317 | biostudies-literature | 2022 Dec

REPOSITORIES: biostudies-literature