Approaches to α-amino acids via rearrangement to electron-deficient nitrogen: Beckmann and Hofmann rearrangements of appropriate carboxyl-protected substrates
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منابع مشابه
Approaches to α-amino acids via rearrangement to electron-deficient nitrogen: Beckmann and Hofmann rearrangements of appropriate carboxyl-protected substrates
The titled approaches were effected with various 2-substituted benzoylacetic acid oximes 3 (Beckmann) and 2-substituted malonamic acids 9 (Hofmann), their carboxyl groups being masked as a 2,4,10-trioxaadamantane unit (an orthoacetate). The oxime mesylates have been rearranged with basic Al(2)O(3) in refluxing CHCl(3), and the malonamic acids with phenyliodoso acetate and KOH/MeOH. Both routes ...
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N-Substituted thioamides were accessed from ketoximes by utilising PSCl3 as a uniquely capable reagent to induce Beckmann rearrangement as well as to capture the intermediate nitrilium ion.
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1-Chloro-2,3-diphenylcyclopropenium ion was found to be a very efficient organocatalyst (3 mol% loading) for liquid phase Beckmann rearrangement of various ketoximes to the corresponding amides/lactams within 2 h in acetonitrile at reflux temperature. This is the first example of the application of the cyclopropenium ion as a catalyst, which opens up a new aspect of the synthetic utility of aro...
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A series of trials was conducted to determine the effects of supplemental rumen-protected methionine (RPMet) and lysine (RPLys) on nutrient metabolism and performance. In situ RPMet N disappearance was less than 4% following 48 h of incubation and was not affected (P greater than .05) by diet or resultant ruminal pH differences, indicating that RPMet was well protected from ruminal microbial de...
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A tricyclic lactam is reported in a four step synthesis sequence via Beckmann rearrangement and ring-rearrangement metathesis as key steps. Here, we used a simple starting material such as dicyclopentadiene.
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ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2012
ISSN: 1860-5397
DOI: 10.3762/bjoc.8.161