Gulose 2,6-dideoxy

As discussed in Sect. 3.4, the synthon 20 was prepared from the dibromo-heptonolactone, which in turn was obtained from the cheap commercially available D-g(ycero-D-gM/o-heptono-l,4-lactone (Table 1). The other isomeric dibro-moheptonolactones shown in Table 1, which were prepared from the heptonates, obtained from chain extension of o-mannose and o-galactose, respectively, were also converted into unsaturated bromodeoxyheptonolactones. Finally, we obtained 2-0-acetyl-7-bromo-3,7-dideoxy-D-x7(o-hept-2-enono-l,4-lactone and the corresponding D-/yxo-isomer by the Kiliani extension of o-gulose. These substrates were all cyclized to cyclopentane lactones, stereoisomers of 65 [98]. 

P. G. Gross, K. Brendel, and H. K. Zimmerman, Ober eine neue oxazolidon. Synthese und die darstellung von 2,6-Diamino-2,6-dideoxy-D-gulose, Angew. Chem. 76 377 (1964). 

A number of 6-deoxyhexoses also are widespread in plants, but these compounds are especially common in cardiac glycosides (Courtois and Percheron, 1970). These sugars are formed from the corresponding hydroxylated monosaccharides (Luckner, 1990). Among the 6-deoxyhexoses are L-acofriose (6-deoxy-3-0-methyl-L-mannose) (18), l-acovenose (6-deoxy-3-6>-methyl-L-talose) (19), o-allometh-ylose (6-deoxy-D-allose) (20), L-altromethylose (6-deoxy-L-altrose) (21), D-antiarose (6-deoxy-o-gulose) (22), D-boivi-nose (2,6-dideoxy-D-xy/o-hexose) (17), D-cymarose (2,6-di-... 

Anhydro-l,6-dideoxy-l-dimethylamino-D-gulitol, A-148 Benzyl 2,3,4-tri-0-acetyl-6-deoxy-a-L-gulopyranoside, D-146 6-Deoxy-3- O - p-D-galactopyranosyl-D-gulose, D-124 6-Deoxygulose a-D-Pyranose-/orm Me glycoside, 2,3-0-isopropylidene,... 

C16H27NO7 0,5 H2O, 7-Acetamido-7,8-dideoxy l,2 3,4-di 0 isopropyl-idene- 3 L-threo-D-galacto-octopyranose hemihydrate, 45B, 474 C16H28N2O11 3 H2O, j3-N,N -Diacetylchitobiose trihydrate, 45B, 475 C16H30N2O12, a-N,N -Diacetylchitobiose monohydrate, 44B, 409 CifiH3o05S2, 2,3 4,5-Di-0-isopropylidene-D-gulose diethyl dithio-acetal, 45B, 475... 

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