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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.
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. Araújo N, et al. Among authors: glawar af. Org Lett. 2012 Aug 17;14(16):4174-7. doi: 10.1021/ol301844n. Epub 2012 Jul 27. Org Lett. 2012. PMID: 22839435
Short and sweet: (D)-glucose to (L)-glucose and (L)-glucuronic acid.
Martínez RF, Liu Z, Glawar AF, Yoshihara A, Izumori K, Fleet GW, Jenkinson SF. Martínez RF, et al. Among authors: glawar af. Angew Chem Int Ed Engl. 2014 Jan 20;53(4):1160-2. doi: 10.1002/anie.201309073. Epub 2013 Dec 5. Angew Chem Int Ed Engl. 2014. PMID: 24310928
2-Acetamido-N-benzyl-1,4-imino-1,2,4-tride-oxy-l-xylitol (N-benzyl-l-XYLNAc).
Jenkinson SF, Crabtree EV, Glawar AF, Butters TD, Fleet GW, Watkin DJ. Jenkinson SF, et al. Among authors: glawar af. Acta Crystallogr Sect E Struct Rep Online. 2010 Apr 24;66(Pt 5):o1147-8. doi: 10.1107/S1600536810014145. Acta Crystallogr Sect E Struct Rep Online. 2010. PMID: 21579195 Free PMC article.