Stereoselective Syntheses of (E)-1-Boryl-3-(silyl)propenes via Ruthenium-­Catalyzed Cross-Metathesis and Cross-Coupling Reactions

Magdalena Jankowska; Cezary Pietraszuk; Bogdan Marciniec; Marek Zaidlewicz

doi:10.1055/s-2006-944212

LETTER

Stereoselective Syntheses of (E)-1-Boryl-3-(silyl)propenes via Ruthenium-Catalyzed Cross-Metathesis and Cross-Coupling Reactions

Magdalena Jankowska^a, Cezary Pietraszuk^a, Bogdan Marciniec*^a, Marek Zaidlewicz^b
^a Faculty of Chemistry, Adam Mickiewicz University, 60-780 Poznań, Poland
Fax: +48(61)8291508; e-Mail: marcinb@amu.edu.pl;
^b Department of Chemistry, Nicolaus Copernicus University, 87-100 Toruń, Poland

Abstract

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Abstract

A general and mostly highly stereoselective method for effective synthesis of 1-boryl-3-(silyl)propenes via one-step catalytic processes, i.e. silylative coupling of vinylsilanes with allyl boronates, borylative coupling of vinyl boronates with allylsilanes catalysed by [RuHCl(CO)(PCy₃)₂] and cross-metathesis of respective derivatives in the presence of Grubbs catalysts, is described.

Key words

silylative coupling - cross-metathesis - organic synthesis - organosilicon compounds - organoboron compounds

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References

References and Notes

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Stereoselective Syntheses of (E)-1-Boryl-3-(silyl)propenes via Ruthenium-­Catalyzed Cross-Metathesis and Cross-Coupling Reactions

Stereoselective Syntheses of (E)-1-Boryl-3-(silyl)propenes via Ruthenium-Catalyzed Cross-Metathesis and Cross-Coupling Reactions