Synthesis of and NMR studies on the four diastereomeric 1-deoxy-d-ketohexoses

Stereospecific Benzyne‐Induced Olefination from β‐Amino Alcohols and Its Application to the Total Synthesis of (−)‐1‐Deoxy‐D‐fructose

“…[13] The total synthesis of 17 has been reported by several groups. [14] We started our total synthesis with the cost-effective d-(+)-glucose (12). Reaction of 12 with n-butylamine in a mixture of methanol and ethanol produced the b-amino alcohol intermediate 13, which was converted to 1,3-thiazolidine-2-thione 14 with carbon disulfide.…”

6-Deoxy-3,4-O-isopropylidene-2-C-methyl-L-galactono-1,5-lactone

“…For branched iminosugars, see: Hå kansson et al (2007Hå kansson et al ( , 2008; Asano et al (2000); da Cruz et al (2011); Best et al (2010) and for branched sugars, see: Booth et al (2008Booth et al ( , 2009; da ; Hotchkiss et al (2006Hotchkiss et al ( , 2007; Jenkinson et al (2007); Jones et al (2007Jones et al ( , 2008; Rao et al (2008). For conformations of related 1,5-lactones, see: Baird et al (1987); Booth et al (2007a,b); Bruce et al (1990); Punzo et al (2005Punzo et al ( , 2006; Dai et al (2010).…”

1-Deoxy-β-L-fructopyranose monohydrate

“…1-Deoxy-l-fructose, (3), may be prepared by the microbiological oxidation of l-rhamnitol, (1) (Izumori, 2006b), or by chemical synthesis from l-arabinose, (2) (Jones, Jenkinson, Soengas, Fanefjord et al, 2007). In aqueous solution, the deoxyketose (3) exists as an equilibrium mixture of the open chain (3)-keto, -pyranose (3)-pyr, -furanose (3)-fur,pyranose (3)-pyr and -furanose (3)-fur forms.…”