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Volumn 62, Issue 44, 2006, Pages 10417-10424

Arene-promoted lithiation of 1,n-dihaloalkanes (n=2-6): a comparative study

Author keywords

DTBB catalysed lithiation; Electrophilic substitution; Halogen lithium exchange; Symmetric diols

Indexed keywords

ALKANE DERIVATIVE; BENZENE DERIVATIVE; CARBONYL DERIVATIVE; LITHIUM; POLYCYCLIC AROMATIC HYDROCARBON;

EID: 33748704525     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.08.064     Document Type: Article
Times cited : (4)

References (87)
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    • See also the special issue of Tetrahedron Symposium in Print (Eds.: Nájera, C.; Yus, M.) devoted to 'Functionalised Organolithium Compounds'. Tetrahedron 61 (2005)
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    • This β-elimination has been used synthetically to prepare olefinic compounds
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    • For the corresponding arene-catalysed lithiation of 1,1-dichloro derivatives, see:
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    • For other examples of arene-catalysed lithiation of dichloro derivatives, see:
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    • note
    • For an account on the stability of intermediates of type 2 with X=Cl and n=4-6, see Ref. 7.
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    • note
    • As an example, the preparation of 2-chlorethyllithium by iodine-lithium exchange has to be performed at -130 °C giving 3-chloropropionic acid, after reaction with carbon dioxide, with only 5% yield (see Ref. 5a).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.