Mechanism of Brønsted Acid-Catalyzed Glucose Dehydration
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چکیده
منابع مشابه
The mechanism of the acid-catalyzed dehydration of 1,2-diphenylethanol
The acid-catalyzed dehydration of 1,2-diphenylethanol(l) proceeds readily in 50-60 affords trans-stilbene. Racemization of active 1,2-diphenylethanol is 58 times more rapid than dehydration. dehydration is more rapid. k H / k D being 1.83. of the 1,2-diphenylethyl cation followed by rate-limiting proton loss t o give trans-stilbene. sulfuric acid, a n d T h e reaction is very sharply acid catal...
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The catalytic enantioselective allylation of aldehydes is a long-standing problem of considerable interest to the chemical community. We disclose a new high-yielding and highly enantioselective chiral Brønsted acid-catalyzed allylboration of aldehydes. The reaction is shown to be highly general, with a broad substrate scope that covers aryl, heteroaryl, alpha,beta-unsaturated, and aliphatic ald...
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The mechanism of the chiral VANOL-BOROX Brønsted acid catalyzed aziridination reaction of imines and ethyldiazoacetate has been studied using a combination of experimental kinetic isotope effects and theoretical calculations. A stepwise mechanism where reversible formation of a diazonium ion intermediate precedes rate-limiting ring closure to form the cis-aziridine is implicated. A revised mode...
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A versatile and highly enantioselective chiral Brønsted acid-catalyzed allenylation of aldehydes with propargyl borolane is reported. The reaction is shown to be practical and quite general with a broad substrate scope covering aryl, heteroaryl, α,β-unsaturated, and aliphatic aldehydes.
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Aldehyde and ketone electrophiles incorporated into the side chains of 2- and 4-alkylpyridines participate in intramolecular aldol-like condensations with pyridine benzylic carbons in the presence of Brønsted acid catalysts. Pyridines featuring β-ketoamide side chains undergo cyclization in the presence of 10 mol% TfOH to afford pyridyl-substituted hydroxy lactams in good yield. These products ...
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ژورنال
عنوان ژورنال: ChemSusChem
سال: 2015
ISSN: 1864-5631
DOI: 10.1002/cssc.201500073