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Volumn 51, Issue 47, 2012, Pages 11827-11831

Copper-catalyzed amination of ketene silyl acetals with hydroxylamines: Electrophilic amination approach to α-amino acids

Author keywords

amination; amino acids; copper; synthetic methods; umpolung

Indexed keywords

BOND FORMING; ELECTROPHILIC AMINATION; KETENE SILYL ACETAL; MILD REACTION CONDITIONS; SYNTHETIC METHODS; UMPOLUNG;

EID: 84869384193     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201206755     Document Type: Article
Times cited : (90)

References (104)
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    • Angew. Chem. Int. Ed. 2003, 42, 1367; Shi reported an elegant Cu-catalyzed α-amination of arylacetic acid esters with di-tert-butyldiaziridinone
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    • Tanaka, M.1    Nakamura, S.2    Anada, M.3    Hashimoto, S.4
  • 39
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    • For our recent work on the electrophilic amination with chloroamines and hydroxylamines, see
    • For our recent work on the electrophilic amination with chloroamines and hydroxylamines, see
  • 47
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    • For the reaction of organometallic reagents with electrophilic amination, imination, and amidation reagents. Boron
    • For the reaction of organometallic reagents with electrophilic amination, imination, and amidation reagents. Boron
  • 65
    • 80052086313 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2011, 50, 8325; also see
    • (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 8325
  • 74
    • 84870729195 scopus 로고    scopus 로고
    • A stoichiometric reaction of copper enolates generated in situ with TsO-N(Li)Boc is known
    • A stoichiometric reaction of copper enolates generated in situ with TsO-N(Li)Boc is known
  • 82
    • 84870755267 scopus 로고    scopus 로고
    • See the Supporting Information for more detailed optimization studies, effects of bases, and abbreviations of ligands
    • 2], no aminated product was observed even with basic additives. See the Supporting Information for more detailed optimization studies, effects of bases, and abbreviations of ligands.
    • 2], no Aminated Product was Observed Even with Basic Additives
  • 89
    • 84870738798 scopus 로고    scopus 로고
    • 2]/dpppen did not catalyze the reaction of 2 e with 1 a at all even in the refluxing toluene
    • 2]/dpppen did not catalyze the reaction of 2 e with 1 a at all even in the refluxing toluene.
  • 96
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    • For some studies on the electrophilic amination of organocopper species with O-acylated hydroxylamines, see: Ref.[9c,e] and [10f,i]
    • For some studies on the electrophilic amination of organocopper species with O-acylated hydroxylamines, see: Ref.[9c,e] and [10f,i].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.