Organocatalytic Asymmetric Approach to γ,δ-Functionalization of 3-Cyano-4-styrylcoumarins via Bifunctional Catalysis

Autor:	Marta Romaniszyn, Anna Skrzyńska, Joanna Dybowska, Łukasz Albrecht
Rok vydání:	2022
Předmět:	Lactones Organic Chemistry Stereoisomerism Physical and Theoretical Chemistry Biochemistry Catalysis
Zdroj:	Organic letters. 24(42)
ISSN:	1523-7052
Popis:	A novel organocatalytic reaction cascade between 3-cyano-4-styrylcoumarins and 2-mercaptoacetophenones is described. It is based on stereocontrolled functionalization of cyanocoumarins proceeding in a sequence ofithia/i-Michael/aldol/annulation reactions. This highly diastereo- and enantioselective reaction is realized by employing enantioselective bifunctional catalysis and exhibits a broad substrate scope and excellent functional group tolerance. The synthetic application involves the transformation of the imidoester group, thus opening access to biologically relevant coumarin and δ-lactone-fused products.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7cfc6168c8cd7775ae6b75ab15363d3f https://pubmed.ncbi.nlm.nih.gov/36252955 Zobrazit plný text záznamu