Asymmetric Synthesis of Tetrahydrobenzofurans and Annulated Dihydropyrans via Cooperative One-Pot Organo- and Silver-Catalysis

作者：Kaya Ugur; Chauhan Pankaj; Deckers Kristina; Puttreddy Rakesh; Rissanen Kari; Raabe Gerhard; Enders Dieter

来源：Synthesis (Germany), 2016, 48(19): 3207-3216.

DOI：10.1055/s-0035-1561468

• asymmetric synthesis
• organocatalysis
• one-pot synthesis
• silver catalysis
• annulation

A low catalyst loading of a squaramide (0.5 mol%) and a silver-(I) salt (1 mol%) efficiently catalyzes a one-pot asymmetric Michael addition/hydroalkoxylation reaction between 1,3-diketones and alkyne-tethered nitroalkenes. Depending on the 1,3-dicarbonyl substrate this cooperative catalytic approach opens access to tetrahydrobenzofurans or annulated dihydropyrans in moderate to excellent yields and very good to excellent enantioselectivities.

• 出版日期2016-10