Catalytic Atropenantioselective Heteroannulation between Isocyanoacetates and Alkynyl Ketones: Synthesis of Enantioenriched Axially Chiral 3-Arylpyrroles
We report herein the first examples of catalytic enantioselective synthesis of axially chiral 3-arylpyrroles. Reaction of a-isocyanoacetates with b-aryl-a,b-alkynic ketones in the presence of silver oxide and a phosphine ligand derived from Cinchona alkaloid occurred chemoselectively to afford enantioenriched 3-arylpyrroles in high yields with excellent enantiomeric excesses. The pyrrole ring was constructed de novo in this process.
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Zheng, S.-C., Wang, Q., & Zhu, J. (2019). Catalytic Atropenantioselective Heteroannulation between Isocyanoacetates and Alkynyl Ketones: Synthesis of Enantioenriched Axially Chiral 3-Arylpyrroles. Angewandte Chemie International Edition, 58(5), 1494–1498. https://doi.org/10.1002/anie.201812654
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2019
58
5
1494
1498
REVIEWED
EPFL