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Volumn 9, Issue 3, 2006, Pages 319-321

Stereoselective alkylation of [2-(diphenylphosphino)ferrocenyl]acetonitrile

Author keywords

Alkylation; Chiral donors; Ferrocene; Nitriles; Structure elucidation

Indexed keywords


EID: 33144486271     PISSN: 13877003     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.inoche.2005.12.003     Document Type: Article
Times cited : (4)

References (17)
  • 5
    • 29844444578 scopus 로고    scopus 로고
    • For a comprehensive review about the utilization of diastereoselective lithiation in the synthesis of chiral ferrocene compounds, see: J. Clayden Top. Organomet. Chem. 5 2003 251
    • (2003) Top. Organomet. Chem. , vol.5 , pp. 251
    • Clayden, J.1
  • 10
    • 33144487038 scopus 로고    scopus 로고
    • note
    • 4, and evaporated under reduced pressure. The crude product was immediately purified by column chromatography (silica gel, diethyl ether) to give 2a as an orange oil, that solidified at 4°C. Yield: 125 mg (62%). NMR analysis revealed the product to be a mixture of two diastereoisomers in a molar ratio of 15:1. Recrystallization from aqueous acetic acid afforded pure major diastereoisomer as an orange crystalline solid.
  • 11
    • 33144471865 scopus 로고    scopus 로고
    • note
    • 4, and pre-adsorbed onto silica gel by co-evaporation. The solid material was transferred onto the top of a chromatographic column (silica gel, hexane-ether 10:1) and eluted with the same solvent mixture. A subsequent evaporation yielded diphosphine 2b as a single diastereoisomer. Yield: 200 mg (67%), viscous orange oil.
  • 12
    • 33144473557 scopus 로고    scopus 로고
    • note
    • 3): δ -24.6 (s).
  • 13
    • 33144483615 scopus 로고    scopus 로고
    • note
    • 2: 593.1125, found 593.1102.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.