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Updated: May 12, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Copper-Catalyzed Diastereoselective Addition of a [1,1,1]Propellane Dimer to N-tert-Butanesulfinyl Aldimines
Yi-Hui Li1, Han Yuan1, Jia-Xuan Luo1
1School of Pharmaceutical Sciences (Shenzhen), Sun Yat-sen University, Shenzhen 518107, China.
Abstract:
[1,1,1]Propellane is typically used as a building block for the construction of bicyclo[1,1,1]pentanes and cyclobutanes. In this work, diverse chiral bi(methylenecyclobutylidene) complexes were synthesized by a diastereoselective addition of the [1,1,1]propellane dimer to N-tert-butanesulfinyl aldimines in the presence of copper and bipyridine. Density functional theory calculations revealed that both the addition step and regeneration of the copper catalyst contributed to the diastereoselective generation of the favored (Ss,S,S)-diastereomer.
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