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Updated: Jan 13, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Sequential oxidative dearomatization/asymmetric homologation: from simple naphthols to chiral benzocycloheptanes
Hongkun Zeng1, Shiyang Li1, Lichao Ning1
1Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University Chengdu 610064 China xmfeng@scu.edu.cn lililin@scu.edu.cn.
Abstract:
An oxidative dearomatization/asymmetric ring-expansion sequential approach is reported to synthesize chiral benzocycloheptanes from unfunctionalized simple β-naphthols under mild reaction conditions. This protocol integrates a copper-catalyzed oxidative dearomatization of β-naphthols, following a chiral N,N'-dioxide-Sc(iii) complex-promoted enantioselective homologation with α-diazoesters in one pot, enriching the chemistry of naphthol dearomatization. Computational studies demonstrate the process of Lewis acid-promoted homologation, as well as the origin of stereoselectivity.
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