Aryl aldehydes as traceless dielectrophiles in bifunctional titanocene-catalyzed propargylic C-X activations
Catherine A Campos1, Joseph B Gianino, David M Pinkerton
1Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556, USA.
Abstract:
The titanocene-catalyzed construction of all-carbon substituted tertiary centers directly from aromatic aldehydes is described. The starting aldehyde behaves as a traceless functionality in the formation of multiple carbon-carbon bonds through consecutive carbon-heteroatom bond activations. The sequential addition of a metal acetylide and a second carbon nucleophile to the dielectrophilic aldehyde enables the construction of symmetrical and unsymmetrical 1,4-diynes in good yields.
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