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Volumn 13, Issue 15, 2011, Pages 4024-4027

Synthesis of 7,7′-Dihydroxy-8,8′-biquinolyl (azaBINOL) via Pd-catalyzed directed double C-H functionalization of 8,8′-biquinolyl: Emergence of an atropos from a tropos state

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EID: 79961098785     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol201539d     Document Type: Article
Times cited : (21)

References (41)
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    • For discourse on the role that Pd(IV) and Pd(III) intermediates play in these reactions, see
    • For discourse on the role that Pd(IV) and Pd(III) intermediates play in these reactions, see: Powers, D. C.; Xiao, D. Y.; Geibel, M. A. L.; Ritter, T. J. Am. Chem. Soc. 2010, 132, 14530-14536
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    • For background on tropos vs atropos biaryl ligand systems, see
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    • For reviews of 1,1′-binaphthyl systems, including 1,1′-bi-2-naphthol (BINOL) derivatives, see
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    • Regioselective rhodation of the C8 position of quinoline may offer an alternative means to directly access 10 from 14, see
    • Regioselective rhodation of the C8 position of quinoline may offer an alternative means to directly access 10 from 14, see: Kwak, J.; Kim, M.; Chang, S. J. Am. Chem. Soc. 2011, 133, 3780-3783
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    • A six-membered palladacycle somewhat related to 11 and generated by cyclometallation of 2-(diphenylphosphino)-1,1′-binaphthyl is known; however, see
    • A six-membered palladacycle somewhat related to 11 and generated by cyclometallation of 2-(diphenylphosphino)-1,1′-binaphthyl is known; however, see: Huang, X.-J.; Mo, D.-L.; Ding, C.-H.; Hou, X.-K. Synlett 2011, 943-946
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    • Simple pyridines and quinolines are often used as directing groups for palladation but are seldom metalated themselves (e.g., see ref 2a). For a recent review of cyclopalladation, see
    • Simple pyridines and quinolines are often used as directing groups for palladation but are seldom metalated themselves (e.g., see ref 2a). For a recent review of cyclopalladation, see: Dupont, J.; Consorti, C. S.; Spencer, J. Chem. Rev. 2005, 105, 2527-2571
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    • Enantioselective Pd(II)-catalyzed C-H functionalization reactions are in their infancy; for a particularly significant example by Yu and co-workers, see ref 4b. Other types of Pd(II)-catalyzed enantioselective transformations have been reported, for an example, see
    • Enantioselective Pd(II)-catalyzed C-H functionalization reactions are in their infancy; for a particularly significant example by Yu and co-workers, see ref 4b. Other types of Pd(II)-catalyzed enantioselective transformations have been reported, for an example, see: Jensen, D. R.; Pugsley, J. S.; Sigman, M. S. J. Am. Chem. Soc. 2001, 123, 7475-7476
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    • For use of N -oxide derivatives to activate azines toward metal catalyzed C-H functionalization, see: Lapointe, D.; Markiewicz, T.; Whipp, C. J.; Toderian, A.; Fagnou, K. J. Org. Chem. 2011, 76, 749-759
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.