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Volumn 16, Issue 21, 2005, Pages 3502-3505

Catalytic and stereoselective iodination of prochiral C-H bonds

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; FUNCTIONAL GROUP; HYDROGEN; IODINE; IODINE DERIVATIVE; OXAZOLINE DERIVATIVE; PALLADIUM ACETATE; PALLADIUM COMPLEX;

EID: 28044444568     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2005.08.049     Document Type: Article
Times cited : (61)

References (41)
  • 34
    • 0033303725 scopus 로고    scopus 로고
    • For various protocols for the preparation of monodentate oxazolines see: M. Gomes, G. Muller, and M. Rocamora Coord. Chem. Rev. 193-195 1999 769 835
    • (1999) Coord. Chem. Rev. , vol.193-195 , pp. 769-835
    • Gomes, M.1    Muller, G.2    Rocamora, M.3
  • 36
    • 28044463886 scopus 로고    scopus 로고
    • note
    • 2 (5 mL). Palladium acetate (22.4 mg, 0.1 mmol), iodobenzene diacetate (322 mg, 1 mmol) and iodine (253.8 mg, 1 mmol) were added to the solution. The vial was tightly sealed with a polypropylene lined cap and the resulting violet solution was either stirred at room temperature or heated at 50-65°C until black palladium iodide precipitated out. The solvent was removed in a rotary evaporator. The product was purified by silica gel column chromatography eluting first with hexane to remove iodine and iodobenzene, and then with ethylacetate/hexane 1:20.
  • 38
    • 0033238893 scopus 로고    scopus 로고
    • Murai has previously tested oxazolines as directing groups to activate ortho-aryl C-H bonds using a Ru(II) catalyst. It was concluded that a chiral oxazoline bearing a hydrogen α to the nitrogen is not suitable for C-H activation, due to the preferential oxidation of this hydrogen. For details see: F. Kakiuchi, T. Sato, M. Yamauchi, N. Chatani, and S. Murai Chem. Lett. 1999 19 20
    • (1999) Chem. Lett. , pp. 19-20
    • Kakiuchi, F.1    Sato, T.2    Yamauchi, M.3    Chatani, N.4    Murai, S.5
  • 39
    • 28044442810 scopus 로고    scopus 로고
    • CCDC number 287801.
    • CCDC number 287801.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.