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- W2951520428 abstract "Catalytic asymmetric reduction of N-unsubstituted β-enamino esters represents a major challenge for asymmetric catalysis. In this paper, the first organocatalytic system that could be used for the asymmetric hydrosilylation of N-unsubstituted β-enamino esters has been developed. Using N-tert-butylsulfinyl-L-proline-derived amides and L-pipecolinic acid-derived formamides as catalyst, a broad range of β-aryl- and β-alkyl-substituted free β-amino esters could be prepared with high yields and enantioselectivities. The practicality was illustrated by the gram-scale asymmetric synthesis of ethyl (R)-3-amino-3-phenylpropanoate and isopropyl (S)-3-amino-4-(2,3,5-trifluorophenyl)butanoate. The resulting product can be smoothly transformed to the FDA approved medicines dapoxetine and sitagliptin in a short synthetic route." @default.
- W2951520428 created "2019-06-27" @default.
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- W2951520428 date "2016-07-01" @default.
- W2951520428 modified "2023-09-23" @default.
- W2951520428 title "ChemInform Abstract: Chiral Lewis Base-Catalyzed, Enantioselective Reduction of Unprotected β-Enamino Esters with Trichlorosilane." @default.
- W2951520428 cites W2284629128 @default.
- W2951520428 doi "https://doi.org/10.1002/chin.201632078" @default.
- W2951520428 hasPublicationYear "2016" @default.
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