title: Asymmetic organocatalytic 1,3-dipolar cycloaddition of azomethine ylide to methyl 2-(2-nitrophenyl)acrylate for the synthesis of diastereoisomers of spirotryprostatin A.
abstract: The total synthesis of two diastereomers of spirotryprostatin A has been established starting with an asymmetric 1,3-dipolar cycloaddition of methyl 2-(2-nitrophenyl)acrylate with azomethine ylides catalyzed by a Brønsted acid.
authors.affiliation: Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China.
authors.forename: Mou-Nuo
authors.initials: MN
authors.lastname: Cheng
authors.forename: Hao
authors.initials: H
authors.lastname: Wang
authors.forename: Liu-Zhu
authors.initials: LZ
authors.lastname: Gong
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D008958:Models, Molecular; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D010879:Piperazines / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D000179:Acrylates; D001391:Azo Compounds; D009574:Nitro Compounds; D010879:Piperazines; D013141:Spiro Compounds; D013882:Thiosemicarbazones; C512188:azomethine; C478300:spirotryprostatin A; C036658:acrylic acid