Me2Zn-mediated addition of acetylenes to aldehydes and ketones |
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Authors: | Cozzi Pier Giorgio Rudolph Jens Bolm Carsten Norrby Per-Ola Tomasini Claudia |
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Affiliation: | Dipartimento di Chimica G. Ciamician, Alma Mater Studiorum, Università di Bologna, Via Selmi 2, 40126 Bologna, Italy. piergiorgio.cozzi@unibo.it |
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Abstract: | [reaction: see text] Contrary to expectations, commercially available 2 M Me2Zn in toluene is able to promote the addition of phenylacetylene to aldehydes and ketones. This reactivity is determined by a new, unprecedented mechanism, which involves activation of the zinc reagent via coordination with carbonyl substrates that behave "ligand like". Broad scope, high tolerance to functional groups, and a simple procedure make this new method highly interesting for the synthetic chemist. |
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