The enantioselective synthesis of spirocycles has long been pursued by organic chemists. Despite their unique 3D properties and presence in several natural products, the difficulty in their enantioselective synthesis makes them underrepresented in pharmaceutical libraries. Since the first pioneering reports of the enantioselective construction of spirosilanes by Tamao et al., significant effort has been devoted towards the development of new promising asymmetric methodologies. Remarkably, with the advent of organocatalysis, particularly over six years, the reported methodologies for the synthesis of spirocycles have increased exponentially. The aim of this review is to summarize the latest trends and developments in the enantioselective synthesis of spirocompounds during these last six years.
20 February 2017 in Organic & Biomolecular Chemistry
Vinyl cyclopropanes are amongst the most useful building blocks in organic synthesis. In this review we give an overview of their applications, focusing on the present century.
12 August 2019 in Angewandte Chemie International Edition
We report herein a visible light sensitizer-catalyzed aerobic oxidation of thioethers, affording sulfoxides in good to excellent yields. The loading of the catalyst was as low as 0.1 mol%. The selectivity was excellent. Mechanism studies showed both singlet oxygen and superoxide radical anion were likely involved in this transformation.
This review summarizes recent progress in catalytic asymmetric construction of 1,2,3,4-tetrahydroisoquinolines and 3,4-dihydroisoquinolines, among the most important “privileged scaffolds”.
We report herein a visible light induced generation of a carbanion via double-SET and its application in cyclopropanation of alkenes. This new synthetic approach to form cyclopropane derivatives was conducted under mild conditions, using sunlight in open air, showing the features such as environmental benignness and an easy to handle procedure.