Samarium Diiodide Catalyzed Radical Cascade Cyclizations that Construct Quaternary Stereocenters

Synlett DOI: 10.1055/s-0039-1690196 SmI2-catalyzed radical cascade cyclizations were used to generate complex carbocyclic products bearing quaternary stereocenters with high selectivity. Bicyclic scaffolds containing four contiguous stereocenters and one quaternary stereocenter were obtained in excellent yields (up to 99%) and with high diastereocontrol by using 5 mol% of SmI2 at ambient temperature in the absence of co-reductants or additives. Mechanistic studies support a radical relay mechanism. [...] © Georg Thieme Verlag Stuttgart · New YorkArticle in Thieme eJournals: Table of contents  |  Abstract  |  Full text
Source: Synlett - Category: Chemistry Authors: Tags: cluster – 9th Pacific Symposium on Radical Chemistry Source Type: research
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