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- W2952536124 abstract "A series of chiral squaramides were employed in the oxa-Michael-aza-Henry cascade reaction of 2-hydroxyaryl-substituted α-amido sulfones and nitroolefins. In the presence of 10 mol % of a squaramide catalyst and K2CO3 (aq) in CHCl3 at 0 °C, this reaction proceeded smoothly to afford chiral multisubstituted 4-amino-3-nitrobenzopyrans, bearing a readily removable N-Boc protecting group (Boc=tert-butoxycarbonyl), in excellent yields (up to 98 %) and enantioselectivity [up to 98:2 enantiomeric ratio (er) and 93:7 diastereomeric ratio (dr)]. The 4-amino-3-nitrobenzopyrans were converted into chiral 3,4-diamino chromanes, which were further exploited as chiral ligands in the asymmetric transfer hydrogenation of acetophenone, providing 1-phenylethanol in up to 84 % yield and 93.5:6.5 er." @default.
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- W2952536124 date "2015-02-16" @default.
- W2952536124 modified "2023-09-23" @default.
- W2952536124 title "ChemInform Abstract: Asymmetric oxa-Michael-aza-Henry Cascade Reaction of 2-Hydroxyaryl-Substituted α-Amido Sulfones and Nitroolefins Mediated by Chiral Squaramides." @default.
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- W2952536124 doi "https://doi.org/10.1002/chin.201509186" @default.
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