Palladium-Catalyzed Asymmetric Decarboxylative [4+2]
Dipolar Cycloaddition of 4‑Vinyl-1,3-dioxan-2-ones with α,β-Disubstituted
Nitroalkenes Enabled by a Benzylic Substituted P,N-Ligand
Posted on 2020-06-26 - 19:04
The Pd-catalyzed
asymmetric [4+2] cycloaddition reaction of an aliphatic 1,4-dipole
with singly activated electron-deficient alkenes is realized for the
first time, enabled by using a newly developed benzylic substituted
P,N-ligand, affording tetrahydropyrans having three continuous chiral
centers in high yields with high diastereo- and enantioselectivities.
The rational transition states of the reaction as well as the role
of the benzylic chiral center are proposed.
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Du, Juan; Hua, Yuan-Da; Jiang, Yang-Jie; Huang, Shuai; Chen, Di; Ding, Chang-Hua; et al. (2020). Palladium-Catalyzed Asymmetric Decarboxylative [4+2]
Dipolar Cycloaddition of 4‑Vinyl-1,3-dioxan-2-ones with α,β-Disubstituted
Nitroalkenes Enabled by a Benzylic Substituted P,N-Ligand. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.0c01638