Ruthenium-catalyzed synthesis of 2,3-cyclo[3]dendralenes and complex polycycles from propargyl alcohols

Angew Chem Int Ed Engl. 2015 Mar 23;54(13):4097-101. doi: 10.1002/anie.201412207. Epub 2015 Feb 5.

Abstract

Ruthenium-catalyzed cascade transformations for the synthesis of 2,3-cyclo[3]dendralenes and multicomponent processes based thereon to generate complex polycycles are presented. The combination of allylation-cyclization sequences with diene-transmissive Diels-Alder reactions allows the rapid and selective construction of natural-product-like motifs from easily accessible starting materials in a one-pot process and provides a new method to access potential drug candidates.

Keywords: dendralenes; homogeneous catalysis; molecular complexity; multicomponent reactions; ruthenium.