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Volumn 327, Issue 5965, 2010, Pages 533-571

Combined effects on selectivity in Fe-catalyzed methylene oxidation

Author keywords

[No Author keywords available]

Indexed keywords

CARBENE; IRON; CARBON; COORDINATION COMPOUND; HYDROCARBON; HYDROGEN; HYDROGEN PEROXIDE;

EID: 75749110908     PISSN: 00368075     EISSN: 10959203     Source Type: Journal    
DOI: 10.1126/science.1183602     Document Type: Article
Times cited : (539)

References (35)
  • 9
    • 75749103406 scopus 로고    scopus 로고
    • 2) (32)
    • 2) (32).
  • 11
    • 75749152666 scopus 로고    scopus 로고
    • A rare example of regioselective, unactivated methylene oxidation has been reported. Using an iron porphyrin catalyst, hexane oxidation using excess substrate gave 2-hexanol and 3-hexanol in 13 and 7% yields, respectively, based on oxidant (33).
    • A rare example of regioselective, unactivated methylene oxidation has been reported. Using an iron porphyrin catalyst, hexane oxidation using excess substrate gave 2-hexanol and 3-hexanol in 13 and 7% yields, respectively, based on oxidant (33).
  • 22
    • 75749119002 scopus 로고    scopus 로고
    • For the beneficial effects of AcOH on nonheme iron-catalyzed oxidations (olefin epoxidation), see (34)
    • For the beneficial effects of AcOH on nonheme iron-catalyzed oxidations (olefin epoxidation), see (34).
  • 23
    • 75749129939 scopus 로고    scopus 로고
    • Materials and methods are available as supporting material at Science Online
    • Materials and methods are available as supporting material at Science Online.
  • 35
    • 75749086468 scopus 로고    scopus 로고
    • note
    • Dedicated to Professor Eric N. Jacobsen on his 50th birthday for his inspirational work on selective oxidations. We gratefully acknowledge R. J. Pakula for performing gas chromatography experiments toward elucidating the steric effects on oxidation site selectivity; M. A. Bigi, D. J. Covell, and E. M. Stang for helpful discussions and checking our spectroscopic data; and S. A. Reed for helpful discussions and checking our experimental procedure. M.S.C. was a Harvard University graduate student who completed his doctoral work with M.C.W. at the University of Illinois at Urbana-Champaign. This work was submitted to M.S.C.'s committee as part of his thesis on 28 August 2009 and was presented by M.C.W. at the Welch Symposium on 27 October 2009. We are grateful to the A. P. Sloan Foundation, the Camille and Henry Dreyfus Foundation, Bristol-Myers Squibb, Pfizer, Abbott, and the University of Illinois for financial support. M.S.C. is a 2008 Bristol-Myers Squibb Graduate Fellow in Synthetic Organic Chemistry. A U.S. patent on "Selective Aliphatic C-H Oxidation" is pending (application 12/245,086).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.