title: Tandem three-component reactions of aldehyde, alkyl acrylate, and dialkylmalonate catalyzed by ethyl diphenylphosphine.
abstract: A new highly efficient three-component reaction of alkyl acrylate, aldehyde and dialkyl malonate using ethyl diphenylphosphine as organocatalyst has been described. Various highly functional compounds bearing hydroxyl groups and the ester functions can be easily prepared in moderate to good yields according to our one-step procedure. The reactions are believed to proceed via Morita-Baylis-Hillman reactions of alkyl acrylate and aldehydes, followed by the Michael addition reactions of dialkyl malonates. Our reactions indicated that the intermediate species formed in the phosphine-catalyzed MBH reaction are an effective organic base to catalyze the Michael addition reactions of dialkyl malonates to the preformed MBH adducts.
authors.affiliation: Department of Chemistry, National Taiwan Normal University No. 88, Section 4, Tingchow Road, Taipei 11677, Taiwan.
authors.forename: Yeong-Jiunn
authors.initials: YJ
authors.lastname: Jang
authors.forename: Siang-En
authors.initials: SE
authors.lastname: Syu
authors.forename: Yi-Wun
authors.initials: YW
authors.lastname: Jhang
authors.forename: Yu-Ting
authors.initials: YT
authors.lastname: Lee
authors.forename: Chia-Jui
authors.initials: CJ
authors.lastname: Lee
authors.forename: Ko-Wei
authors.initials: KW
authors.lastname: Chen
authors.forename: Utpal
authors.initials: U
authors.lastname: Das
authors.forename: Wenwei
authors.initials: W
authors.lastname: Lin
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D008314:Malonates / Q000737:chemistry*; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000179:Acrylates; D000447:Aldehydes; D008314:Malonates; D010720:Phosphines; C030290:malonic acid; C044646:phosphine; C036658:acrylic acid