Metal-Free Diastereo- and Enantioselective Dearomative Formal [3 + 2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters
NAGIOS: RODERIC FUNCIONANDO

Metal-Free Diastereo- and Enantioselective Dearomative Formal [3 + 2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters

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Metal-Free Diastereo- and Enantioselective Dearomative Formal [3 + 2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters

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Laviós, Adrián; Sanz Marco, Amparo; Vila Descals, Carlos; Muñoz, M. Carmen; Pedro, José Ramón; Blay Llinares, Gonzalo Perfil
This document is a artículoDate2022
The diastereo- and enantioselective dearomative formal [3 + 2] cycloaddition of 2-nitrobenzofurans and α-aryl-α-isocyanoacetate esters provides tricyclic compounds bearing the 3a,8b-dihydro-1H-benzofuro[2,3-c]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.

    Laviós, Adrián Sanz Marco, Amparo Vila Descals, Carlos Muñoz, M. Carmen Pedro, José Ramón Blay Llinares, Gonzalo 2022 Metal-Free Diastereo- and Enantioselective Dearomative Formal [3 + 2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters Organic Letters 24 11 2149 2154
https://doi.org/10.1021/acs.orglett.2c00427

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