Benzene construction via organocatalytic formal [3+3] cycloaddition reaction

Benzene construction via organocatalytic formal [3+3] cycloaddition reaction.

The benzene unit, in its substituted forms, is a most common scaffold in natural products, bioactive molecules and polymer materials. Nearly 80% of the 200 best selling small molecule drugs contain at least one benzene moiety. Not surprisingly, the synthesis of substituted benzenes receives constant attentions. At present, the dominant methods use pre-existing benzene framework to install subst...

Organocatalytic asymmetric formal [3+2] cycloaddition reaction of isocyanoesters to nitroolefins leading to highly optically active dihydropyrroles.

Green and Rapid Access to Benzocoumarins via Direct Benzene Construction through BaseMediated Formal [4+2] Reaction and Air Oxidation

Benzocoumarin is an important structural motif widely found in natural products and synthetic molecules. Traditional methods for the synthesis of benzocoumarins and their derivatives require multiple steps, typically with an intramolecular ester forming reaction to make the lactone ring as the last step. Another major method involves transition metal-catalyzed coupling or carbon-hydrogen bond a...

Enantioselective formal synthesis of (-)-englerin A via a Rh-catalyzed [4 + 3] cycloaddition reaction.

An enantioselective formal synthesis of (-)-englerin A (1) is reported. Key to the strategy is a Rh-catalyzed [4 + 3] cycloaddition reaction between furan 10 and diazo ester 11 that, following an intramolecular aldol condensation, produces the tricyclic scaffold of englerin. This strategy also provides a rapid, efficient, and stereoselective access to the biologically significant core motif of ...

Osmapyridine and osmapyridinium from a formal [4+2] cycloaddition reaction.