6533b82afe1ef96bd128b6d2

RESEARCH PRODUCT

ChemInform Abstract: Sequential Suzuki/Asymmetric Aldol and Suzuki/Knoevenagel Reactions under Aqueous Conditions.

Renato NotoPaolo Lo MeoLucia Anna BivonaSerena RielaMichelangelo Gruttadauria

subject

chemistry.chemical_compoundAddition reactionAqueous solutionchemistryAldol reactionCombined useIonic liquidOrganic chemistryKnoevenagel condensationGeneral MedicinePalladium catalyst

description

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 %.

yearjournalcountryeditionlanguage
2012-08-16ChemInform
https://doi.org/10.1002/chin.201237074