Carbocupration-functionalization of arynes: rapid access to variably ortho-substituted ((E)-3-phenylprop-1-enyl)silanes |
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| Authors: | Ganta Ashok Snowden Timothy S |
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| Institution: | Department of Chemistry, The University of Alabama, Box 870336, Tuscaloosa, Alabama 35487-0336, USA. |
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| Abstract: | A consecutive three-component coupling reaction involving a lithium di3-(prop-1-enyltrimethylsilyl)]cuprate, variably substituted ortho-arynes, and a selection of common electrophiles is described. The method affords readily functionalized homobenzylic vinylsilanes with exceptional E-diastereoselectivity and allows for in situ incorporation of carbon- or heteroatom-based electrophiles into the arene. |
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