Download PDF
Synfacts 2014; 10(12): 1313
DOI: 10.1055/s-0034-1379418
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Silylation of Aldehydes

Contributor(s):
Paul Knochel
,
Jeffrey M. Hammann
Rae J, Hu YC, Procter DJ * University of Manchester, UK
Cu(I)–NHC-Catalyzed Silylation of Allenes: Diastereoselective Three-Component Coupling of Aldehydes.

Chem. Eur. J. 2014;
20: 13143-13145
CrossrefSearch in Google Scholar
Further Information

Publication History

Publication Date:
18 November 2014 (online)

 
 PDF Download Permissions and Reprints

Corrected by:

Copper-Catalyzed Silylation of AldehydesSynfacts 2015; 11(02): 223-223
DOI: 10.1055/s-0034-1379997

Key words

copper - silylation

Significance

The authors describe a copper-catalyzed silylation of aryl allenes using a silylborane reagent, leading to vinyl silane building blocks in high (56–95%) yield. The application of a seven-membered NHC ligand (A) proved to be crucial.


#

Comment

From a mechanistic point of view, the catalytically generated allyl copper intermediate is intercepted by the aldehyde in a diastereoselective three-component coupling to the furnish homoallylic alcohols.


#
#


   Permissions and Reprints