title: One-pot stepwise approach to β-enaminoketoesters through "masked" 1,3-aza-dipoles.
abstract: t-BuOK-mediated rearrangement of 1,3-ketoesters with 2-(azidomethyl) aromatics in a two-step, one-pot telescoped sequence affords β-enaminoketoesters in moderate to good yields. A novel pathway is proposed in which the umpolung of the azide is achieved from electrophilicity to nucleophilicity via deprotonation and undergoes nucleophilic attack onto the 1,3-ketoester.
authors: Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources (Ministry of Education of China), School of Chemistry & Chemical Engineering of Guangxi Normal University , Guilin 541004, People's Republic of China.
authors: Zhi-ming
authors: ZM
authors: Yan
authors: Na
authors: N
authors: Wu
authors: Dong
authors: D
authors: Liang
authors: Heng-shan
authors: HS
authors: Wang
authors: Ying-ming
authors: YM
authors: Pan
mesh_terms: D001386:Azides / Q000737:chemistry*; D003500:Cyclization; D004952:Esters; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001386:Azides; D004952:Esters; D007659:Ketones