Here we describe for the first time a sequential Suzuki/asymmetric aldol reaction. Such sequential approach was achieved through the combined use of an ionic liquid supported palladium catalyst and the organocatalyst trans-4-(2,2-diphenylacetoxy)proline. Suzuki and asymmetric aldol reactions were performed under aqueous conditions. The use of a palladium catalyst under basic conditions allowed also the first example of sequential Suzuki/Knoevenagel reaction. Reactions were carried out under aqueous conditions and products were isolated in good to high yields and, in the case of the Suzuki/aldol reaction, with diastereoselectivities up to 91:9 and enantioselectivities up to at least 99%.
|Data di pubblicazione:||2012|
|Titolo:||Sequential Suzuki/Asymmetric Aldol and Suzuki/Knoevenagel Reactions Under Aqueous Conditions|
|Citazione:||Gruttadauria, M., Bivona, L., LO MEO, P., Riela, S., & Noto, R. (2012). Sequential Suzuki/Asymmetric Aldol and Suzuki/Knoevenagel Reactions Under Aqueous Conditions. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2635-2642.|
|Digital Object Identifier (DOI):||10.1002/ejoc.201200092|
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
|Appare nelle tipologie:||1.01 Articolo in rivista|