title: Synthesis from D-altrose of (5R,6R,7R,8S)-5,7-dihydroxy-8-hydroxymethylconidine and 2,4-dideoxy-2,4-imino-D-glucitol, azetidine analogues of swainsonine and 1,4-dideoxy-1,4-imino-D-mannitol.
abstract: Ring closure of a 3,5-di-O-triflate derived from D-altrose with benzylamine allowed the formation of both monocyclic and bicyclic azetidine analogues of swainsonine.
authors: Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road, Oxford, OX1 3TA, UK.
authors: Noelia
authors: N
authors: Araújo
authors: Sarah F
authors: SF
authors: Jenkinson
authors: R Fernando
authors: RF
authors: Martínez
authors: Andreas F G
authors: AF
authors: Glawar
authors: Mark R
authors: MR
authors: Wormald
authors: Terry D
authors: TD
authors: Butters
authors: Shinpei
authors: S
authors: Nakagawa
authors: Isao
authors: I
authors: Adachi
authors: Atsushi
authors: A
authors: Kato
authors: Akihide
authors: A
authors: Yoshihara
authors: Kazuya
authors: K
authors: Akimitsu
authors: Ken
authors: K
authors: Izumori
authors: George W J
authors: GW
authors: Fleet
mesh_terms: D001384:Azetidines / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D006601:Hexoses / Q000737:chemistry*; D050113:Imino Furanoses / Q000138:chemical synthesis / Q000737:chemistry; D008353:Mannitol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D008361:Mannosidases / Q000037:antagonists & inhibitors; D015394:Molecular Structure; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D013012:Sorbitol / Q000031:analogs & derivatives; D013329:Structure-Activity Relationship; D017026:Swainsonine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C576313:(5R,6R,7R,8S)-5,7-dihydroxy-8-hydroxymethylconidine; C576312:2,4-dideoxy-2,4-imino-D-glucitol; D001384:Azetidines; C576314:D-altrose; D006601:Hexoses; D050113:Imino Furanoses; D011108:Polymers; C082735:azetidine; D008353:Mannitol; D013012:Sorbitol; C047214:1,4-dideoxy-1,4-iminomannitol; D008361:Mannosidases; D017026:Swainsonine