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Organocatalytic Enantioselective Construction of Heterocycle-Substituted Styrenes with Chiral Atropisomerism

Quan‐Zhe Li, Peng-Fei Lian, Fu-Xin Tan, Guo-Dong Zhu, Chao Chen, Hao Yu, Wei Jiang, Xun-Hui Wang, Jia Zhou, Shu‐Yu Zhang

2020Organic Letters77 citationsDOI

Abstract

-alkynyl-naphthylamines as the electrophile, indoles and 4-hydroxycoumarins were efficiently employed to construct axially chiral skeletons in good yields and with excellent enantioselectivities (up to 97% enantiomeric excess). Furthermore, the resulting products could be converted to potential squaramides featuring organic catalysts.

Topics & Concepts

AtropisomerEnantioselective synthesisChemistryOrganocatalysisCombinatorial chemistryCatalysisOrganic chemistryStereochemistryAxial and Atropisomeric Chirality SynthesisMolecular spectroscopy and chiralityBiological Activity of Diterpenoids and Biflavonoids