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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.

Authors :
Araújo N
Jenkinson SF
Martínez RF
Glawar AF
Wormald MR
Butters TD
Nakagawa S
Adachi I
Kato A
Yoshihara A
Akimitsu K
Izumori K
Fleet GW
Source :
Organic letters [Org Lett] 2012 Aug 17; Vol. 14 (16), pp. 4174-7. Date of Electronic Publication: 2012 Jul 27.
Publication Year :
2012

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.

Details

Language :
English
ISSN :
1523-7052
Volume :
14
Issue :
16
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
22839435
Full Text :
https://doi.org/10.1021/ol301844n