342411-74-9Relevant articles and documents
Tandem catalytic triple-bond cleavage of alkyne in association with aldehyde, alkene, and water
Cha, Kyung-Mi,Jo, Eun-Ae,Jun, Chul-Ho
scheme or table, p. 2939 - 2942 (2010/01/21)
In this tandem reaction the carbon-carbon triple bond of an alkyne is catalytically cleaved in association with aldehyde, al-kene, and H2O under catalyst mixtures of Rh(I), 2-amino-3-picoline, primary amine, and acid. The reaction starts with chelation-assisted hydroacylation of the alkyne with an aldehyde. The retro-Mannich-type fragmentation of the resulting ,α,β-unsaturated ketimine by an amine and acid affords a ketimine and an aldimine, which is trapped by an alkene and give ketones after hydrolysis. Georg Thieme Verlag Stuttgart.