Publication

Enantioselective Synthesis of 1,2-disubstituted Thiocyclobutanes via Michael Addition

Jérôme Waser, Emma Gabrielle Louise Robert
2025

Abstract

We report the diastereoselective and enantioselective synthesis of thio-substituted cyclobutanes via a sulfa-Michael addition using cyclobutenes. In the presence of DBU, various thio-cyclobutane esters and amides were obtained in up to quantitative yield and >95 : 5 dr. Using a chiral chinchona-based squaramide bifunctional acid-base catalyst and an N-acyl-oxazolidinone-substituted cyclobutene, thio-cyclobutanes were obtained with high yield and enantioselectivity (er up to 99.7 : 0.3).

Official source

https://infoscience.epfl.ch/entities/publication/49899693-a9f6-47bf-a4ac-a2fc87462c18

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Enantioselective Synthesis of 1,2-disubstituted Thiocyclobutanes via Michael Addition

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