General and Functional Group-Tolerable Approach to Allenylsilanes by Rhodium-Catalyzed Coupling between Propargylic Carbonates and a Silylboronate
The Rh-catalyzed coupling reaction between propargylic carbonates and a silylboronate afforded allenylsilanes with different substitution patterns in high yields. The reaction tolerates a variety of functional groups in propargylic carbonates. The reaction of an optically active propargylic carbonat...
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Veröffentlicht in: | Organic letters 2009-12, Vol.11 (24), p.5618-5620 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | The Rh-catalyzed coupling reaction between propargylic carbonates and a silylboronate afforded allenylsilanes with different substitution patterns in high yields. The reaction tolerates a variety of functional groups in propargylic carbonates. The reaction of an optically active propargylic carbonate proceeded with excellent chirality transfer with 1,3-anti stereochemistry to give an axially chiral allenylsilane. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/ol902339a |