Synthesis of N-aryl β-amino acid derivatives via Cu(ii)-catalyzed asymmetric 1,4-reduction in airElectronic supplementary information (ESI) available: Spectral, analytical data for all substrates and chiral products. See DOI: 10.1039/c9ra01203f
In the presence of the inexpensive and stable stoichiometric reductant polymethylhydrosiloxane (PMHS) as well as certain amounts of appropriate alcohol and base additives, the non-precious metal copper-catalyzed asymmetric 1,4-hydrosilylation of β-aryl or β-alkyl-substituted N -aryl β-enamino esters...
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Main Authors | , , , , , , |
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Format | Journal Article |
Published |
20.03.2019
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Online Access | Get full text |
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Summary: | In the presence of the inexpensive and stable stoichiometric reductant polymethylhydrosiloxane (PMHS) as well as certain amounts of appropriate alcohol and base additives, the non-precious metal copper-catalyzed asymmetric 1,4-hydrosilylation of β-aryl or β-alkyl-substituted
N
-aryl β-enamino esters was well realized to afford a diverse range of
N
-aryl β-amino acid esters in high yields and excellent enantioselectivities (26 examples, 90-98% ee). This approach tolerated the handling of both catalyst and reactants in air without special precautions. The chiral products obtained have been successfully converted to the corresponding enantiomerically enriched β-lactam and unprotected β-amino acid ester, which highlighted the synthetic utility of the developed catalytic procedure.
Non-precious metal copper-catalyzed asymmetric 1,4-hydrosilylation of β-aryl or β-alkyl-substituted
N
-aryl β-enamino esters proceeded in air in high yields and excellent enantioselectivities (26 examples, 90-98% ee). |
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Bibliography: | Electronic supplementary information (ESI) available: Spectral, analytical data for all substrates and chiral products. See DOI 10.1039/c9ra01203f |
ISSN: | 2046-2069 |
DOI: | 10.1039/c9ra01203f |