Reductive metalation of 1,2-diaryl-substituted ethenes: synthetic applications |
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| Authors: | Ugo Azzena Giovanna Dettori Caterina Lubinu Alberto Mannu Luisa Pisano |
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| Institution: | Dipartimento di Chimica, Università di Sassari, via Vienna 2, I-07100 Sassari, Italy |
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| Abstract: | Reduction of 1,2-diaryl-substituted ethenes with Na metal in dry THF allowed easy access to a variety of 1,2-diaryl-1,2-disodiumethanes. These diorganometallic intermediates were elaborated into the corresponding 1,2-diarylethanes (aqueous work up), or cycloalkylated with 1,3-dichloropropanes. The last reaction led to a highly diastereoselective synthesis of trans-1,2-diaryl-substituted cyclopentanes. |
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| Keywords: | Dicarbanions Stilbenes Metalation Reduction Cycloalkylation |
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