title: New stereoselective entry to azaspirocyclic nucleus of halichlorine and pinnaic acids by radical translocation/cyclization reaction.
abstract: [reaction: see text] A stereoselective approach to the spirocyclic nucleus of halichlorine and pinnaic acids has been developed starting from a piperidine derivative. A key transformation in this sequence involves a cascade radical translocation/cyclization process.
authors.affiliation: Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan. mihara@mail.pharm.tohoku.ac.jp
authors.forename: Kiyosei
authors.initials: K
authors.lastname: Takasu
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Ohsato
authors.forename: Masataka
authors.initials: M
authors.lastname: Ihara
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D001391:Azo Compounds / Q000737:chemistry*; D003500:Cyclization; D005609:Free Radicals / Q000737:chemistry; D010880:Piperidines / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D001391:Azo Compounds; D005609:Free Radicals; D010880:Piperidines; D013141:Spiro Compounds; C412666:halichlorine; C412665:pinnaic acid