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Volumn 74, Issue 16, 2009, Pages 5947-5952

Gold-catalyzed intramolecular allylic amination of 2-tosylaminophenylprop- 1-en-3-ols. A concise synthesis of (±)-angustureine

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; AMINATION; AMINES; CATALYSIS; CATALYSTS; ORGANIC POLYMERS; SILVER; SUBSTRATES; SULFUR COMPOUNDS; SYNTHESIS (CHEMICAL);

EID: 70349119910     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo900917q     Document Type: Article
Times cited : (99)

References (116)
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    • For recent reviews on the use of alcohols as pro-electrophiles, see ref 1a and the following: (a)
    • For recent reviews on the use of alcohols as pro-electrophiles, see ref 1a and the following: (a) Bandini, M.; Tragni, M. Org. Biomol. Chem. 2009, 7, 1501.
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    • For recent examples of amination of alcohol pro-electrophiles with metal-catalyzed systems other than gold, see: (a)
    • For recent examples of amination of alcohol pro-electrophiles with metal-catalyzed systems other than gold, see: (a) Nishikata, T.; Lipshutz, B. H. Org. Lett. 2009, 11, 2377.
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    • note
    • CCDC 720295-720297, 721703, and 724703 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (Fax:+44-1223/336- 033; E-mail: deposit@ccdc.cam.ac.uk).
  • 102
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    • A similar reaction mechanism has been suggested in related studies on gold-catalyzed reactions of alcohol pro-electrophiles, see refs 1a, 4-6 and the following: (a)
    • A similar reaction mechanism has been suggested in related studies on gold-catalyzed reactions of alcohol pro-electrophiles, see refs 1a, 4-6 and the following: (a) Kothandaraman, P.; Rao, W.; Zhang, X.; Chan, P. W. H. Tetrahedron 2009, 65, 1833.
    • (2009) Tetrahedron , vol.65 , pp. 1833
    • Kothandaraman, P.1    Rao, W.2    Zhang, X.3    Chan, P.W.H.4
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    • note
    • A similar mechanistic rationale for gold-catalyzed nucleophilic substitutions of propargylic alcohols with sulfonamides was put forward by Campagne and co-workers, see ref 4a.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.