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Lewis Acid Catalyzed Stereoselective Dearomative Coupling of Indolylboron Ate Complexes with Donor–Acceptor Cyclopropanes and Alkyl Halides
Authors:Saikat Das  Dr Constantin G Daniliuc  Prof Dr Armido Studer
Institution:NRW Graduate School of Chemistry, Organisch-Chemisches Institut, Westf?lische Wilhelms-Universit?t, Münster, Germany
Abstract:Indolylboron ate complexes readily generated from 2‐lithioindoles and boronic esters underwent multicomponent dearomative coupling with D‐A cyclopropanes and alkyl halides in the presence of Sc(OTf)3 as a catalyst. The reactions proceeded with complete diastereoselectivity and excellent stereospecificity to provide indolines containing three contiguous stereocenters. The valuable boronic ester moiety remains in the product and allows for subsequent functionalization.
Keywords:boron  donor–  acceptor cyclopropanes  multicomponent reactions  ring-opening reactions  stereospecificity
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