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- W2080007130 abstract "Asymmetric organocatalytic 1,4-additions provide access to a large number of biologically relevant compounds. Chiral squaramides efficiently catalyse enantioselective Michael addition of 1,3-dicarbonyl compounds to aliphatic nitroalkenes. The resulting γ-nitro carboxylic derivatives were obtained in high yields and in high enantiomeric purities. Quantum chemical calculations helped us to devise a transition state model, which explains the observed stereochemical course of the addition. The best results were obtained with Meldrum's acid as a donor, with which enantiomeric purity of the Michael adduct was 97 : 3 e.r. Using this methodology pregabalin was synthesized in three steps in overall 52% yield." @default.
- W2080007130 created "2016-06-24" @default.
- W2080007130 creator A5004626481 @default.
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- W2080007130 date "2013-01-01" @default.
- W2080007130 modified "2023-09-23" @default.
- W2080007130 title "Enantioselective Michael addition of 1,3-dicarbonyl compounds to a nitroalkene catalyzed by chiral squaramides – a key step in the synthesis of pregabalin" @default.
- W2080007130 cites W1662538545 @default.
- W2080007130 cites W1965449936 @default.
- W2080007130 cites W1966636212 @default.
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- W2080007130 cites W1983185408 @default.
- W2080007130 cites W1986394801 @default.
- W2080007130 cites W1993792245 @default.
- W2080007130 cites W1995396482 @default.
- W2080007130 cites W1995466138 @default.
- W2080007130 cites W1995677115 @default.
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- W2080007130 cites W2025678163 @default.
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- W2080007130 doi "https://doi.org/10.1039/c3ob41709c" @default.
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