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