Ruthenium-Catalyzed Vinylsilane Synthesis and Cross-Coupling as a Selective Approach to Alkenes:  Benzyldimethylsilyl as a Robust Vinylmetal Functionality

Ruthenium-catalyzed alkyne hydrosilylation or silyl-alkyne Alder ene reactions provide entry into benzyldimethylsilyl (BDMS)-substituted alkenes. The BDMS-vinylsilanes are further elaborated through mild palladium-catalyzed cross coupling and show significant stability to intervening synthetic opera...

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Bibliographic Details
Published inOrganic letters Vol. 5; no. 11; pp. 1895 - 1898
Main Authors Trost, Barry M, Machacek, Michelle R, Ball, Zachary T
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 29.05.2003
Subjects
Alkenes - chemistry
Benzyl Compounds - chemistry
Catalysis
Cross-Linking Reagents
Mass Spectrometry
Palladium - chemistry
Ruthenium - chemistry
Silanes - chemistry
Vinyl Compounds - chemistry
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Summary:Ruthenium-catalyzed alkyne hydrosilylation or silyl-alkyne Alder ene reactions provide entry into benzyldimethylsilyl (BDMS)-substituted alkenes. The BDMS-vinylsilanes are further elaborated through mild palladium-catalyzed cross coupling and show significant stability to intervening synthetic operations, including silyl ether deprotection.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol034463w