Source:http://linkedlifedata.com/resource/pubmed/id/10987925
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
19
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pubmed:dateCreated |
2000-11-7
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pubmed:abstractText |
OXONE over silica gel or, in some cases, alumina has been found to oxidize the primary and secondary amines 3 selectively to the corresponding hydroxylamines 4, in either the presence or absence of a solvent. Treatment of Boc-protected L-lysine (6) under the latter conditions afforded hydroxylamine 7 in excellent yield. The trialkylamine 1a and pyridine (1b), in which selectivity is not an issue, were readily oxidized to the corresponding oxides 2 by OXONE over silica gel or alumina, as well as by (CH(3))(3)COOH over silica gel. Solvent-free oxidation assisted by microwave irradiation was more forcing, while still affording the hydroxylamines 4 selectively, and is the synthetic method of choice. The mechanistic aspects of these reactions are discussed.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Aluminum Oxide,
http://linkedlifedata.com/resource/pubmed/chemical/Hydroxylamines,
http://linkedlifedata.com/resource/pubmed/chemical/Indicators and Reagents,
http://linkedlifedata.com/resource/pubmed/chemical/Sulfuric Acids,
http://linkedlifedata.com/resource/pubmed/chemical/potassium peroxymonosulfuric acid
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pubmed:status |
MEDLINE
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pubmed:month |
Sep
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pubmed:issn |
0022-3263
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
22
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pubmed:volume |
65
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
5937-41
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading | |
pubmed:year |
2000
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pubmed:articleTitle |
Surface-mediated reactions. 9. Selective oxidation of primary and secondary amines to hydroxylamines.
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pubmed:affiliation |
Department of Chemistry, University of North Carolina, Chapel Hill, North Carolina 27599-3290, USA.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, Non-P.H.S.,
Research Support, Non-U.S. Gov't
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