N-Heterocyclic Carbene-Catalyzed Enantioselective Synthesis of Inherently Chiral Pillar[5]arenes
Yinsheng Qi1, Xuange Cui1, Xiyu Li1
1State Key Laboratory of Natural Product Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
Abstract:
Catalytic asymmetric synthesis of inherently chiral pillar[5]arene derivatives is promising in materials science, chemical biology, and host-guest chemistry due to their unique pillar structure. In this work, we developed an N-heterocyclic carbene-catalyzed asymmetric intermolecular esterification to construct homo- or heterorimmed inherently chiral pillar[5]arenes with moderate yields and high to excellent enantioselectivities (up to >99% ee). The experimental results showed that the inherently chiral pillar[5]arene diester was highly thermally stable.
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