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Volumn 9, Issue 22, 2007, Pages 4427-4429

Expanding the scope of trialkylborane/water-mediated radical reactions

Author keywords

[No Author keywords available]

Indexed keywords

BORANE DERIVATIVE; IODIDE; WATER;

EID: 35948953510     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol7016609     Document Type: Article
Times cited : (50)

References (30)
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    • For evidence of a β-alkylcatecholborane/alcohol complex, see
    • (a) For evidence of a β-alkylcatecholborane/alcohol complex, see: Pozzi, D.; Scanlan, E. M.; Renaud, P J. Am. Chem. Soc. 2005, 127, 12067.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 12067
    • Pozzi, D.1    Scanlan, E.M.2    Renaud, P.3
  • 15
    • 0035498332 scopus 로고    scopus 로고
    • For a comprehensive discussion of organoborane involvement in radical reactions, see: a
    • For a comprehensive discussion of organoborane involvement in radical reactions, see: (a) Ollivier, C.; Renaud, P. Chem. Rev. 2001, 101, 3415-3434.
    • (2001) Chem. Rev , vol.101 , pp. 3415-3434
    • Ollivier, C.1    Renaud, P.2
  • 17
    • 35948978203 scopus 로고    scopus 로고
    • Tributylborane was used in the experiments described herein due to its reduced pyrophoricity compared to triethylborane. Trimethylborane was employed due to our prior success using it for deoxygenation of alcohols ref 2a
    • Tributylborane was used in the experiments described herein due to its reduced pyrophoricity compared to triethylborane. Trimethylborane was employed due to our prior success using it for deoxygenation of alcohols (ref 2a).
  • 20
    • 35948998579 scopus 로고    scopus 로고
    • Renaud, P, Sibi, M. P, Eds, Wiley-VCH: Weinheim
    • Yorimitsu, H.; Oshima, K. In Radicals in Organic Synthesis; Renaud, P., Sibi, M. P., Eds.; Wiley-VCH: Weinheim. 2001; Vol. 1, p 19.
    • (2001) Radicals in Organic Synthesis , vol.1 , pp. 19
    • Yorimitsu, H.1    Oshima, K.2
  • 21
    • 0000707331 scopus 로고    scopus 로고
    • Abstraction of iodine from aryl iodides by tin hydrides has been demonstrated to be a facile process. See: Curran, D. P, Jasperse, C. P, Totleben, M. J. J. Org. Chem. 1991, 56, 7169-7172
    • Abstraction of iodine from aryl iodides by tin hydrides has been demonstrated to be a facile process. See: Curran, D. P.; Jasperse, C. P.; Totleben, M. J. J. Org. Chem. 1991, 56, 7169-7172.
  • 23
    • 0040725016 scopus 로고    scopus 로고
    • 3SnH and ortho-substituted aryl bromides: Crich, D.; Recupero, F. Chem. Commun. 1998, 189-190.
    • 3SnH and ortho-substituted aryl bromides: Crich, D.; Recupero, F. Chem. Commun. 1998, 189-190.
  • 25
    • 0037393779 scopus 로고    scopus 로고
    • 298(iPrCl) = 85.2kcal/mol. From: Blanksby, S. J.; Ellison, G. B. Acc. Chem. Res. 2003, 36, 255-263.
    • 298(iPrCl) = 85.2kcal/mol. From: Blanksby, S. J.; Ellison, G. B. Acc. Chem. Res. 2003, 36, 255-263.
  • 27
    • 35948950854 scopus 로고    scopus 로고
    • 15b
    • 15b


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.