3 research outputs found
Calcium-Catalyzed Dynamic Multicomponent Reaction
The
reversible formation of covalent bonds enabled by the remarkably high
Lewis acidity of our calcium-based catalyst system was used for the
development of a new type of multicomponent reaction. Accordingly,
a pharmacologically interesting bicyclic amine was amplified from
a highly efficient dynamic equilibrium. The product is formed with
full diastereoselectivity, and as typical for our calcium-catalyzed
reactions, precautions for the exclusion of air and moisture are unnecessary
The Alkynyl Moiety as a Donor for Donor–Acceptor Cyclopropanes
The first <i>trans</i>-selective [3 + 2]-cycloaddition of a new type of donor–acceptor cyclopropane with aldehydes is presented. 2,2-Disubstituted cyclopropanes, bearing an alkyne moiety as the sole donor entity, were transformed to highly substituted tetrahydrofurans in the presence of a catalytic amount of Ca(NTf<sub>2</sub>)<sub>2</sub>/Bu<sub>4</sub>NPF<sub>6</sub>. The protocol allows for an easy access to tetrahydrofurans bearing a versatile alkyne substituent at the quarternary 2-position under very mild reaction conditions
Diastereoselective Synthesis of Indanes and Tetralins via Intramolecular Friedel–Crafts Reaction
An easy access to tetralin and indane skeletons has been developed using a diastereoselective intramolecular Friedel–Crafts alkylation. Treatment of diastereomeric mixtures of benzyl carbinols with a catalytic amount of Ca(NTf<sub>2</sub>)<sub>2</sub>/Bu<sub>4</sub>NPF<sub>6</sub> yields the respective tetralin or indane in good yields with high levels of regio- and diastereoselectivity