title: Highly enantioselective and recyclable organocatalytic Michael addition of malonates to α,β-unsaturated aldehydes in aqueous media.
abstract: A new type of pyrrolidine-based organocatalyst, which was developed earlier in our lab, has been found to be very effective for the Michael addition reaction in aqueous solvents involving a wide range of α,β-unsaturated aldehydes and malonate derivatives. For the reactions studied, good to excellent yields (73%-96%) and high to excellent enantioselectivities (up to 97%) were obtained using this catalyst. In addition, the catalyst could be recycled up to four times with gradual reductions in yields and enantioselectivity observed after the second cycle.
authors.affiliation: Department of Chemistry, Texas A&M University-Commerce, 75429-3011, USA.
authors.forename: Subrata K
authors.initials: SK
authors.lastname: Ghosh
authors.forename: Kritanjali
authors.initials: K
authors.lastname: Dhungana
authors.forename: Allan D
authors.initials: AD
authors.lastname: Headley
authors.forename: Bukuo
authors.initials: B
authors.lastname: Ni
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D008314:Malonates / Q000737:chemistry*; D015394:Molecular Structure; D011759:Pyrrolidines / Q000737:chemistry; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D008314:Malonates; D011759:Pyrrolidines; D014867:Water; C030290:malonic acid; C032519:pyrrolidine