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.

Journal article

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: Araújo, N; Jenkinson, S; Martínez, R; Glawar, A; Wormald, M

• Publication status: Published
• Journal: Organic letters
• Volume: 14
• Issue: 16
• Pages: 4174-4177
• Publication date: 2012-08-01
• DOI: 10.1021/ol301844n
• EISSN: 1523-7052
• ISSN: 1523-7060
• Language: English
• Keywords: Mannitol; Polymers; Cyclization; Molecular Structure; Structure-Activity Relationship; Imino Furanoses; Sorbitol; Hexoses; Swainsonine; Mannosidases; Azetidines