Organocatalytic 1,4-Addition of Azadienes with 3-Homoacyl Coumarins toward Highly Enantioenriched Benzofuran Coumarin Skeletons
Juzhang Yan, Xiaoping Li, Yuzhen Chen, Ying Li, Wei‐Wen Chen, Ruoting Zhan, Huicai Huang
Abstract
A highly enantioselective 1,4-addition reaction of azadiene with 3-homoacyl coumarin has been accomplished by low amounts of bifunctional cinchona alkaloid catalysis under mild conditions. Varieties of benzofuran coumarin skeletons were obtained in moderate to high yields (up to 99%) with excellent enantioselectivities (up to 99% ee) and complete diastereoselectivity.
Topics & Concepts
CoumarinBenzofuranBifunctionalCinchonaEnantioselective synthesisChemistryOrganocatalysisOrganic chemistryCatalysisCinchona AlkaloidsStereochemistryAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions