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Access to axially chiral aryl 1,3-dienes by transient group directed asymmetric C–H alkenylations

Cong Shen, Yuhang Zhu, Wenzhou Shen, Shuqi Jin, Guofu Zhong, Shuxin Luo, Lixia Xu, Liangjun Zhong, Jian Zhang

2022Organic Chemistry Frontiers45 citationsDOI

Abstract

An enantioselective olefinic C–H alkenylation using transient group was disclosed to afford axially chiral aryl 1,3-dienes in up to 99% yields and up to >99% ee. The derived carboxylic acid was efficient ligand in asymmetric C–H alkylation.

Topics & Concepts

ChemistryArylEnantioselective synthesisAxial symmetryTransient (computer programming)AlkylationGroup (periodic table)Medicinal chemistryLigand (biochemistry)Chiral ligandStereochemistryCatalysisOrganic chemistryReceptorEngineeringStructural engineeringAlkylBiochemistryOperating systemComputer scienceAxial and Atropisomeric Chirality SynthesisCatalytic C–H Functionalization MethodsAlkaloids: synthesis and pharmacology
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