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Me2Zn-mediated addition of acetylenes to aldehydes and ketones
Authors:Cozzi Pier Giorgio  Rudolph Jens  Bolm Carsten  Norrby Per-Ola  Tomasini Claudia
Affiliation:Dipartimento di Chimica G. Ciamician, Alma Mater Studiorum, Università di Bologna, Via Selmi 2, 40126 Bologna, Italy. piergiorgio.cozzi@unibo.it
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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