Premium
Titanium/Palladium‐Mediated Regioselective Propargylation of Ketones using Propargylic Carbonates as Pronucleophiles
Author(s) -
Millán Alba,
de Cienfuegos Luis Álvarez,
MartínLasanta Ana,
Campaña Araceli G.,
Cuerva Juan M.
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000655
Subject(s) - chemistry , regioselectivity , palladium , titanium , transition metal , context (archaeology) , combinatorial chemistry , carbonate , catalysis , organic chemistry , paleontology , biology
An efficient protocol for the synthesis of homopropargylic alcohols using propargylic carbonates as pronucleophiles is reported. The reaction is based on a combination of transition metal (palladium) and radical chemistry (titanium). The reaction takes place with an excellent regioselectivity and tolerates a great degree of substitution of the starting propargylic carbonate, thus being an interesting tool in the context of synthetic organic chemistry.