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Volumn 12, Issue 7, 2010, Pages 1412-1415

Copper-catalyzed diacetoxylation of olefins using PhI(OAc)2 as oxidant

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; ALKENE; COPPER; ESTER; IODOBENZENE; ORGANOMETALLIC COMPOUND; PHENYLIODOSODIACETATE;

EID: 77950224119     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol902813m     Document Type: Article
Times cited : (65)

References (39)
  • 1
    • 0003678023 scopus 로고
    • ACS Monograph Series 186; American. Chemical Society: Washington, DC
    • Hudlicky, M. Oxidations in Organic Chemistry; ACS Monograph Series 186; American. Chemical Society: Washington, DC, 1990; p 174.
    • (1990) Oxidations in Organic Chemistry , pp. 174
    • Hudlicky, M.1
  • 3
    • 0001465319 scopus 로고
    • 1st ed.; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford
    • (c) Haines, A. H. In Comprehensive Organic Synthesis, 1st ed.; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol.7, p 437.
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 437
    • Haines, A.H.1
  • 9
    • 77950233861 scopus 로고    scopus 로고
    • Collect. Vol.10, p 603
    • Collect. Vol.10, p 603; Org. Synth. 2002, 79, 93.
    • (2002) Org. Synth. , vol.79 , pp. 93
  • 34
    • 77950254185 scopus 로고    scopus 로고
    • Benzaldehyde could be formed by the oxidative cleavage of the hydroxyacetate intermediates 5a and 6a (see ref 11b).
    • Benzaldehyde could be formed by the oxidative cleavage of the hydroxyacetate intermediates 5a and 6a (see ref 11b).
  • 35
    • 34250694837 scopus 로고    scopus 로고
    • and references cited therein
    • (a) Chemler, S. R.; Fuller, P. H. Chem. Soc. Rev 2007, 36, 1153, and references cited therein,
    • (2007) Chem. Soc. Rev , vol.36 , pp. 1153
    • Chemler, S.R.1    Fuller, P.H.2
  • 37
    • 77950200913 scopus 로고    scopus 로고
    • 2, and styrene in AcOH indicated the formation of the species (iv-a + Na, mlz = 457) and (iii-a + Na-HOTf, mlz = 307). along with (2a + Na, mlz = 245) (R1, R2 = Ph, H) (see the Supporting Information).
    • 2, and styrene in AcOH indicated the formation of the species (iv-a + Na, mlz = 457) and (iii-a + Na-HOTf, mlz = 307). along with (2a + Na, mlz = 245) (R1, R2 = Ph, H) (see the Supporting Information).
  • 39
    • 77950201571 scopus 로고    scopus 로고
    • 1= H; compound S-2 in the Supporting Information) indicate the possibility of a copper-catalyzed cyclization to form 9a under oxidative conditions (see the Supporting Information).
    • 1= H; compound S-2 in the Supporting Information) indicate the possibility of a copper-catalyzed cyclization to form 9a under oxidative conditions (see the Supporting Information).


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