title: Regio- and stereoselective synthesis of 2-amino-dienes via decarboxylative amination of 4-(ethoxycarbonyl)-2,3-allenols by TsNCO.
abstract: A metal-free decarboxylative amination of 4-(ethoxycarbonyl)-2,3-allenols by TsNCO via base-induced aza-Michael addition/elimination has been developed. A variety of substituted N-tosyl 1,3-dien-2-yl amines were obtained in good yields and excellent regio- and stereoselectivity. Moreover, this transformation could be applied in preparation of 2-amino-trienes.
authors.affiliation: National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Hunan Normal University , Changsha, Hunan 410081, China.
authors.forename: Lijun
authors.initials: L
authors.lastname: Wu
authors.forename: Hui
authors.initials: H
authors.lastname: Huang
authors.forename: Yun
authors.initials: Y
authors.lastname: Liang
authors.forename: Pi
authors.initials: P
authors.lastname: Cheng
mesh_terms: D000466:Alkadienes / Q000138:chemical synthesis* / Q000737:chemistry; D000586:Amination; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D013237:Stereoisomerism; D014107:Tosyllysine Chloromethyl Ketone / Q000031:analogs & derivatives* / Q000737:chemistry*
chemical_list: D000466:Alkadienes; D000588:Amines; D014107:Tosyllysine Chloromethyl Ketone