A DBU-catalyzed Michael additions of several pronucleophiles with high pKa values including bulky glycine imines, α-tetra-lone, 1-methyl-2-indolone and nitroalkanes to α,β-unsaturated isoxazoles and pyrazolamides have been realized in THF with 1.0 eq. LiBr as a additive at room temperature within 3 h to provide Michael adducts in excellent yields (up to 97%) and diastereoselectivities (> 20:1).
Keywords: Michael addition; glycine imine; α,β-unsaturated isoxazole; α,β-unsaturated pyrazolamide; DBU
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Bai, Y.-J.; Cheng, M.-L.; Hu, X.-M.; Bai, Y.-J.; Zheng, X.-H.; Zhang, S.-Y.; Wang, P.-A. Beilstein Arch. 2021, 202118. doi:10.3762/bxiv.2021.18.v1
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