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Volumn 3, Issue 21, 2005, Pages 3873-3876

The synthesis and directed ortho-lithiation of 4-tert-butylsulfinyl[2.2] paracyclophane

Author keywords

[No Author keywords available]

Indexed keywords

DERIVATIVES; SYNTHESIS (CHEMICAL);

EID: 27844446508     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b509994c     Document Type: Article
Times cited : (32)

References (29)
  • 7
    • 11844252995 scopus 로고    scopus 로고
    • Cyclophanes as templates in stereoselective synthesis
    • ed. R. Gleiter and H. Hopf, Wiley-VCH, Weinheim, ch. 17
    • V. Rozenberg, E. Sergeeva, and H. Hopf, 'Cyclophanes as Templates in Stereoselective Synthesis', in Modern Cyclophane Chemistry, ed. R. Gleiter and H. Hopf, Wiley-VCH, Weinheim, 2004, ch. 17, pp. 435-462.
    • (2004) Modern Cyclophane Chemistry , pp. 435-462
    • Rozenberg, V.1    Sergeeva, E.2    Hopf, H.3
  • 16
    • 0037111552 scopus 로고    scopus 로고
    • The terf-butylsulfinyl moiety is one of the most powerful directing groups for lithiations (ref. Il) but metallations on 22pc can be problematic; directed metallations utilising the normally efficient oxazolinyl moiety suffer from poor regio- and chemoselectivity. C. Bolm, K. Wenz and G. Raabe, J. Organomet. Chem., 2002, 662, 23;
    • (2002) J. Organomet. Chem. , vol.662 , pp. 23
    • Bolm, C.1    Wenz, K.2    Raabe, G.3
  • 29
    • 27844545469 scopus 로고    scopus 로고
    • note
    • 2, but at present the yield is not satisfactory; trapping the anion with benzaldehyde gives a 1:1 mixture of diastereoiso-mers in 30% yield. We are currently attempting to optimise this reaction.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.