Abstract
Allylation of bulky-substituted aromatic aldehydes with allyltrichlorosilanes were catalyzed by axial biscarboline N,N’-dioxide esters with high enantioselectivities up to 92% e.e. for 1-(4-chlorophenyl)-9-methyl-9H-pyrido[3,4-b]indole-3-carbaldehyde and 90% e.e. for 1-(3-methoxyphenyl)-9-methyl-9H-pyrido[3,4-b]indole-3-carbaldehyde, respectively. Total 22 aldehydes were tested with good yields and enantioselectivities. Catalyst 4f exhibited good catalytic enantioselectivity.
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Supported by the National Natural Science Foundation of China(No.21877025), the Scientific Research Foundations of Hebei Educational Committee, China(Nos.QN2017021, ZD2017004) and the “Talent Program” of Hebei University, China.
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Wang, J., Wu, S., Wang, X. et al. Enantioselective Addition of Allyltrichlorosilane to Bulky-substituted Aldehydes Catalyzed by Axial N,N′-Dioxide Pivalate. Chem. Res. Chin. Univ. 35, 604–608 (2019). https://doi.org/10.1007/s40242-019-9046-0
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DOI: https://doi.org/10.1007/s40242-019-9046-0