Novel amine-catalysed hydroalkoxylation reactions of activated alkenes and alkynes.
Substoichiometric loadings of DBU catalyse the efficient 1,4-addition of alcohols and non-nucleophilic amines such as pyrrole to activated alkenes; the application of this methodology in a one-pot synthesis of a natural product, and as a novel strategy for the synthesis of mono-protected 1,3-carbonyl compounds is reported.
Murtagh
Julie E
JE
Department of Chemistry, Trinity College Dublin, Dublin 2, Ireland.
McCooey
Séamus H
SH
Connon
Stephen J
SJ
D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D008956:Models, Chemical; D015394:Molecular Structure
D000475:Alkenes; D000480:Alkynes; D000588:Amines