1989
DOI: 10.1021/ja00184a033
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A combined chemical-enzymic synthesis of 3-deoxy-D-arabino-heptulosonic acid 7-phosphate

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Cited by 43 publications
(5 citation statements)
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“…Purification by silica gel chromatography (eluent: cyclohexane/ethyl acetate) afforded analytically pure products. Compounds 3a, [17] 3c, [18] 3f, [19] 3g, [20] 3h, [21] 3i, [22] 3j, [22] 3k, [23] 3l, [24] 3m, [25] and 3q [26] show identical physical data to that previously reported in the literature.…”
Section: Methodssupporting
confidence: 83%
“…Purification by silica gel chromatography (eluent: cyclohexane/ethyl acetate) afforded analytically pure products. Compounds 3a, [17] 3c, [18] 3f, [19] 3g, [20] 3h, [21] 3i, [22] 3j, [22] 3k, [23] 3l, [24] 3m, [25] and 3q [26] show identical physical data to that previously reported in the literature.…”
Section: Methodssupporting
confidence: 83%
“…The products from the FDP aldolase-catalyzed reaction have also been used to synthesize a variety of other compounds. These include the α-keto acid sugar 3-deoxy- d - arabino -heptulosonic acid (DAHP) ( 44 ), the beetle pheromone (+)- exo -brevicomin ( 45 ), the homo-C-nucleoside 46 , the C-glycosides 47 , and 48 , and the cyclitol 49 (Figure ). The aldolase was used in the key step to establish the desired chirality in the target molecules.…”
Section: 2 Synthetic Applicationsmentioning
confidence: 99%
“…The various factors that control the enantioselectivity of the oxygenation were also examined. 93 It has been found that the enzymic conversion of thiocarbamates (96) and thioureas (97) into their 0x0 counterparts, carbamates (98) and ureas (99), respectively, can be carried out by baker's yeast. The yields range from 78 to 96Y0.…”
Section: Miscellaneous Oxidationsmentioning
confidence: 99%