biostudies-literatureLavios AMinisterio de Educación y CulturaMinisterio de Ciencia e InnovaciónSeventh Framework Programme2149-2154https://www.ebi.ac.uk/biostudies/studies/S-EPMC8961877biostudies-literatureUnknown24(11)The diastereo- and enantioselective dearomative formal [3 + 2] cycloaddition of 2-nitrobenzofurans and α-aryl-α-isocyanoacetate esters provides tricyclic compounds bearing the 3<i>a</i>,8<i>b</i>-dihydro-1<i>H</i>-benzofuro[2,3-<i>c</i>]pyrrole framework with three consecutive stereogenic centers. The reaction was enabled by a cupreine-ether organocatalyst. The reaction products were obtained with almost full diastereoselectivity and with excellent enantiomeric excesses for a number of substituted 2-nitrobenzofurans and isocyanoacetates.Organic lettersMetal-Free Diastereo- and Enantioselective Dearomative Formal [3 + 2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters.PMC8961877PID2020-116944GB-100RyC-2016-20187FPU18/03038MCIN/AEI/ 10.13039/501100011033Lavios AVila CSanz-Marco ABlay GMunoz MCPedro JRfalseMetal-Free Diastereo- and Enantioselective Dearomative Formal [3 + 2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters.The diastereo- and enantioselective dearomative formal [3 + 2] cycloaddition of 2-nitrobenzofurans and α-aryl-α-isocyanoacetate esters provides tricyclic compounds bearing the 3<i>a</i>,8<i>b</i>-dihydro-1<i>H</i>-benzofuro[2,3-<i>c</i>]pyrrole framework with three consecutive stereogenic centers. The reaction was enabled by a cupreine-ether organocatalyst. The reaction products were obtained with almost full diastereoselectivity and with excellent enantiomeric excesses for a number of substituted 2-nitrobenzofurans and isocyanoacetates.2022-01-01T00:00:00Z2022 Mar2025-04-05T15:58:50.854Z2025-04-05T15:58:50.854ZS-EPMC89618773529321210.1021/acs.orglett.2c00427