Catalytic asymmetric synthesis of inherently chiral pillar5arene 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 pillar5arenes with moderate yields and high to excellent enantioselectivities (up to >99% ee). The experimental results showed that the inherently chiral pillar5arene diester was highly thermally stable.
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Yinsheng Qi
Xuange Cui
Xiyu Li
Organic Letters
Lanzhou University
State Key Laboratory of Chemical Engineering
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Qi et al. (Sun,) studied this question.
www.synapsesocial.com/papers/69ba430d4e9516ffd37a3e27 — DOI: https://doi.org/10.1021/acs.orglett.5c05330
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