1,3-Dipolar cycloadditions of D-erythrose- and D-threose-derived nitrones to maleimides
نویسندگان
چکیده
منابع مشابه
Computational study of mutarotation in erythrose and threose.
For the first time the mutarotation mechanism of furanose rings has been investigated, with and without solvent. The transformations from open-chain furanose to D-erythrose and D-threose have been studied at B3LYP/6-311++G(d,p) and G3MP2B3 levels, in vacuum and in solution through continuum solvation models. We studied the catalytic influence of one, two or three water molecules, as well as sim...
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Strain-promoted cycloadditions of nitrones with cyclooctynes (k(2) = 1.5 M(-1) s(-1) at 25 degrees C) are up to 25 times more rapid than comparable reactions of azides.
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Asymmetric 1,3-dipolar cycloadditions between 1,2-diaza-1,3-dienes and chiral non-racemic nitrones to give 3-substituted-5-diazenyl isoxazolidines were studied both experimentally and theoretically. Whereas cyclic nitrones provide complete selectivity for the cycloaddition reaction (only one isomer is obtained), acyclic nitrones derived from D-glyceraldehyde and D-galactose lead to 1 : 1 mixtur...
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1,3–Dipolar cycloaddition reactions (DCR) are atom–economic processes that permit the construction of heterocycles. Their enantioselective versions allow for the creation of up to four adjacent chiral centers in a concerted fashion. In particular, well–defined half–sandwich iridium (III) catalysts have been applied to the DCR between enals or methacrylonitrile with nitrones. Excellent yield and...
متن کاملTheoretical study of the mutarotation of erythrose and threose: acid catalysis.
The acid catalysis of the mutarotation mechanism in the two aldotetroses, d-erythrose and d-threose, has been studied at B3LYP/6-311++G(d,p) computational level in gas phase and in solution employing the PCM-water model. The open-chain, the furanose and the connecting TS structures have been characterized. To study the enhancing effect of acid groups on the electrophilicity of the carbonyl carb...
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ژورنال
عنوان ژورنال: Arkivoc
سال: 2001
ISSN: 1551-7012
DOI: 10.3998/ark.5550190.0002.213