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Volumn 10, Issue 15, 2012, Pages 2973-2978

Copper-catalyzed C-alkylation of secondary alcohols and methyl ketones with alcohols employing the aerobic relay race methodology

Author keywords

[No Author keywords available]

Indexed keywords

AEROBIC OXIDATIONS; ALKYLATING REAGENTS; C-ALKYLATION; COPPER CATALYST; LIGAND-FREE; MECHANISTIC STUDIES; METHYL KETONES; RATIONAL MECHANISM; SECONDARY ALCOHOLS; SUPERIOR CATALYSTS;

EID: 84858970963     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c1ob06739g     Document Type: Article
Times cited : (100)

References (56)
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    • T. Suzuki Chem. Rev. 2011 111 1825 1845
    • (2011) Chem. Rev. , vol.111 , pp. 1825-1845
    • Suzuki, T.1
  • 38
  • 51
    • 78349268650 scopus 로고    scopus 로고
    • See also refs 3-10 for base-mediated aldol condensation for confirmation of this step Refs 9b and 10a
    • L. Liang G. Rao H.-L. Sun J.-L. Zhang Adv. Synth. Catal. 2010 352 2371 2377
    • (2010) Adv. Synth. Catal. , vol.352 , pp. 2371-2377
    • Liang, L.1    Rao, G.2    Sun, H.-L.3    Zhang, J.-L.4
  • 52
    • 58149345465 scopus 로고    scopus 로고
    • Transfer hydrogenation of α,β-unsaturated ketones by alcohols to give product ketones or alcohols has also been frequently employed to support the borrowing hydrogen mechanism, albeit indirectly in our opinion. See refs 3-10 Possibly because 2i is a sterically more bulky alcohol than other primary and secondary alcohols, it is a less reactive reducing alcohol in the reaction, leading to relatively higher selectivities of the byproduct 5aa Phosphine ligands and silanes have been found to be significant for the formation of Cu-H species
    • S. Kim S. W. Bae J. S. Lee J. Park Tetrahedron 2009 65 1461 1466
    • (2009) Tetrahedron , vol.65 , pp. 1461-1466
    • Kim, S.1    Bae, S.W.2    Lee, J.S.3    Park, J.4
  • 55
    • 62249128092 scopus 로고    scopus 로고
    • For selected reviews on mechanisms of transfer hydrogenation: ref. 3b
    • B. H. Lipshutz Synlett 2009 509 524
    • (2009) Synlett , pp. 509-524
    • Lipshutz, B.H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.