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Showing 1 to 6 of 6 for “"cis-diols"”.
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The synthesis of amino- and deutero- sugars from halo-cyclohexadiene-cis-diols
… from the metabolite d₅- bromocyclohexadiene-cis-diol 189 obtained from the microbial oxidation of d₅- bromobenzene 2 (Figure 2). See: Figure 2: Perdeuterated Sugar Synthesis
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Reactivity studies of arene-cis-diols in cycloadditions and potassium permanganate oxidations: synthesis of the corresponding arene-trans-diols and an approach to the synthesis of (+)-pancratistatin
… and novel cycloaddition chemistry of the arene-cis-diols (7) were investigated. It was found that permanganate oxidation of arene-cis-diols yielded a mixture of 2 products, (157a) and (157b) in low yield. The influence of the C1-substituent on the outcome of the reaction was found to be a …
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Low-temperature vinylcyclopropane rearrangement in the total synthesis of (-) - specionin
… oxidation of arenes to the corresponding cis-diols has been shown to be a convenient source of optically pure diols which can be used as synthons in asymmetric synthesis of complex, highly oxygenated molecules. The utility of such synthons has been demonstrated by the total synthesis of …
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Chemistry of oxa- and aza-bicyclic(4.1.0)heptenes, total synthesis of (+)-pancratistatin
… prepared efficiently from halocyclohexadiene-cis-diols 1. Reactions of 6 and 7 with a variety of organometallic reagents were investigated in order to determine the stereo- and regiochemistry of ring opening with carbon nucleophiles. The results indicate that 6 and 7 could serve as useful new …
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Development of oxygenase biocatalysts for the production of synthetically useful cis-diol compounds
The cis¬-dihydrodiol compounds, produced by the highly regio- and stereo-selective Rieske non-heme iron oxygenases, such as toluene dioxygenase (TDO), are versatile synthons for chiral, asymmetric synthesis. The cis-dihydroxylation of ortho- and meta-substituted phenols by TDO produce cyclohexenone …
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Studies on the stereo- and regiochemistry of [4+2] cycloaddition of nitroso compounds to chiral halobenzenediols. Total synthesis of lycoricidine
… Sa-d have been converted to the corresponding cis-arenediols by a microbial oxidation with the bacterium Pseudomonas putida strain 39- D. Enantiomerically pure cis-diols were obtained from chloro- and bromobenzene. The acetonides of these two diols have been utilized as useful synthons in the …