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Volumn 49, Issue 26, 2010, Pages 4455-4458

Palladium-catalyzed arylative ring-opening reactions of norbornenols: Entry to highly substituted cyclohexenes, quinolines, and tetrahydroquinolines

Author keywords

C C activation; Domino reactions; Heterocycles; Palladium; Ring opening

Indexed keywords

C-C ACTIVATIONS; COUPLING REACTION; CYCLOHEXENES; DIASTEREO-SELECTIVITY; DOMINO REACTIONS; FUNCTIONALIZED; HETEROCYCLES PALLADIUM; NORBORNENES; RING OPENING; RING OPENING REACTION; TERTIARY ALCOHOLS;

EID: 77953661893     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201001752     Document Type: Article
Times cited : (84)

References (48)
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    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 6320-6323
  • 41
    • 0037239379 scopus 로고    scopus 로고
    • Ring-opening reactions of oxa- and aza-bicyclic compounds proceed by a distinctively different mechanism that is initiated by a carbometalation of the strained double bond followed by either β-alkoxide or β-amide elimination, respectively. For leading references see: a) M. Lautens, K. Fagnou, S. Hiebert, Acc. Chem. Res. 2003, 36, 48-58;
    • (2003) Acc. Chem. Res. , vol.36 , pp. 48-58
    • Lautens, M.1    Fagnou, K.2    Hiebert, S.3
  • 45
    • 77953672567 scopus 로고    scopus 로고
    • Partial epimerization of the stereocenter a to the carbonyl group was observed at higher temperature (130°C) and prolonged reaction, times (> 24 h) or when stronger bases (NaOrBu) were used
    • Partial epimerization of the stereocenter a to the carbonyl group was observed at higher temperature (130°C) and prolonged reaction, times (> 24 h) or when stronger bases (NaOrBu) were used.
  • 47
    • 77953666162 scopus 로고    scopus 로고
    • int, = 0.078), R(all) = 0.0806, wR(gt) = 0.1411. CCDC 770255 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/datajequest/cif
  • 48
    • 77953673347 scopus 로고    scopus 로고
    • See the Supporting Information for determination of the absolute configuration
    • See the Supporting Information for determination of the absolute configuration.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.