Palladium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic Dibenzosiloles via Enantioselective C–H Bond Functionalization

A Pd-catalyzed asymmetric synthesis of Si-stereogenic dibenzosiloles is developed through enantioselective C–H bond functionalization of prochiral 2-(arylsilyl)aryl triflates. High chemo- and enantioselectivities are achieved by employing a Josiphos-type ligand under mild conditions.

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 134; no. 17; pp. 7305 - 7308
Main Authors Shintani, Ryo, Otomo, Haruka, Ota, Kensuke, Hayashi, Tamio
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.05.2012
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
HYDROGENATION REACTIONS
LIGHT-EMITTING POLYMERS
DIRECT ARYLATION
INTRAMOLECULAR ARYLATION
1,4-PALLADIUM MIGRATION
POLYCYCLIC AROMATIC-HYDROCARBONS
METALATION-DEPROTONATION MECHANISM
PHOTOPHYSICAL PROPERTIES
C2-SYMMETRICAL BIS(PHOSPHOLANES)
PROTON-ABSTRACTION MECHANISM
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Summary:A Pd-catalyzed asymmetric synthesis of Si-stereogenic dibenzosiloles is developed through enantioselective C–H bond functionalization of prochiral 2-(arylsilyl)aryl triflates. High chemo- and enantioselectivities are achieved by employing a Josiphos-type ligand under mild conditions.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0002-7863
1520-5126
DOI:10.1021/ja302278s