6-P gluconolactone

Glucose 6-phosphate Gluconolactone 6-(p) Gluconate 6-phosphate Ribulose 5-phosphate... 

Reductions. An enantioselective reduction of symmetrical diacetylarenes (e.g., 2,6-diacetylpyridine) is accomplished with baker s yeast. a-Functionalized ketones such as l-methanesulfonyl-2-alkanones and P-keto esters give chiral alcohols. Significantly, baker s yeast grown under limited oxygen effects reduction to selectively furnish o-hydroxy esters, whereas on slow addition of the keto esters to ordinary yeast in the presence of gluconolactone the L-hydroxy esters are produced. 

Acetamido-1,4,6-tri-O -acety 1-2,3-dideoxy-p-D-n6o -hexopyranose, A-397 3-Acetamido-1,4,6-tri-O -acety 1-2,3-dideoxy-p-D-xy/o -hexopyranose. A-399 2-Acetamido-1,3,6-tri-O -acety 1-2,4-dideoxy-D-xj/o -hexopyranoside, A-398 2-Acetamido-3,4,5-tri-0-acetyl-p-D-glucopyranosyl fluoride, A-224 2-Acetamido-3,4,6-tri-0-benzyl-2-deoxy-D-l,5-gluconolactone, A-218 2-Acetamido-3,4,6-tri-0 -benzyl-2-deoxy-D-glucopyranose, A-8... 

Acetamido-3,4,5-tri-0-acetyl-p-D-glucopyranosyl fluoride, A-224 2-Acetamido-3,4,6-tri-0-benzyl-2-deoxy-D-l,5-gluconolactone, A-218 2-... 

Ramage and co-workers have given full details of their Wittig approach to 2-ulosonic acids (see Vol. 22, p.l61) and have extended this route to the synthesis of 3-deoxy-D-eryt/iro-2-hexulosonic acid (KDG, 30), albeit in low yield in this case.33 A French group have developed two routes to KDG (30) (Scheme 5) involving, respectively, a Wittig synthesis of (28) 4 or P elimination from a gluconolactone derivative to yield (29) 35 the second approach could be modified to make 5- and 6-(2-methyl ethers of (30). 

Schmidt and coworkers, on the other hand, have developed an approach to C-linked 3-disaccharides employing C4-branched carbanions which can be prepared by lithium-halogen exchange as exemplified with the 1,6-anhydro sugar 85 in Scheme 20 [45]. This precursor was prepared via a stereoselective hydroboration-oxidation of the exocyclic alkene in 84 obtained in two steps from alcohol 83. Addition of the anion generated from 85 to gluconolactone 3 gave a hemiketal which was stereoselectively reduced to the C-disaccharide 86. Further standard manipulations provided the octaacetate derivative of P-D-Glc(l-4)-D-Gal 87. The per-acetylated derivative of 3-D-Gal(l-4)-D-Gal 88 was prepared in a similar manner. 

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