Functionalization of Acetalic C(sp3)-H Bonds by Scandium(III) Triflate-Catalyzed Intramolecular Redox Reactions: Tandem 1,4-Hydride Transfer/1,5-Cyclization Processes Leading to Protected 1-Indanones

作者: Mateo Alajarin , Marta Marin-Luna , Angel Vidal

DOI: 10.1002/ADSC.201000812

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摘要: A new C—C bond forming reaction leading to adjacent quaternary carbons is reported. It a one-pot hydride shift/cyclization process facilitated by the hydricity of acetalic C—H bonds, with benzylidenemalonate fragments as electrophilic acceptors, and catalysis scandium(III) triflate. The products are 1,2-dihydroindane derivatives. Alkoxy alkanethiolate groups can be also intramolecularly transferred from carbon C=C bond.

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