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Volumn 131, Issue 17, 2009, Pages 6082-6083

Iron-catalyzed asymmetric aerobic oxidation: Oxidative coupling of 2-naphthols

Author keywords

[No Author keywords available]

Indexed keywords

2-NAPHTHOLS; AEROBIC OXIDATIONS; EFFICIENT CATALYSTS; HIGH ENANTIOSELECTIVITY; OXIDATIVE COUPLINGS;

EID: 70149087295     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja901391u     Document Type: Article
Times cited : (243)

References (52)
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    • Reviews on iron-catalyzed reactions, a
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    • For other selected reports of iron catalyzed asymmetric oxidation, a
    • For other selected reports of iron catalyzed asymmetric oxidation. (a) Duboc-Toia, C.; Ménage, S.; Lambeaux, C.; Fontecave, M. Tetrahedron Lett. 1997, 38, 3727-3730.
    • (1997) Tetrahedron Lett , vol.38 , pp. 3727-3730
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    • +/Fc), and the salan complex is easily oxidized by ca. 0.30 V, as compared with the Fe(salen) complex. (a) Glaser, T.; Pawelke, R. H.; Heidemeier, M. Z. Anorg. Allg. Chem. 2003, 629, 2274-2281.
    • +/Fc), and the salan complex is easily oxidized by ca. 0.30 V, as compared with the Fe(salen) complex. (a) Glaser, T.; Pawelke, R. H.; Heidemeier, M. Z. Anorg. Allg. Chem. 2003, 629, 2274-2281.
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    • Fe(salen) complexes, which has similar structures to Fe(salan) complexes 1 or 3 did not catalyze the oxidative coupling of 2-naphthol under the present conditions.
    • Fe(salen) complexes, which has similar structures to Fe(salan) complexes 1 or 3 did not catalyze the oxidative coupling of 2-naphthol under the present conditions.
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    • For the previous examples of iron-catalyzed oxidative coupling, see:a
    • For the previous examples of iron-catalyzed oxidative coupling, see:(a) Toda, F.; Tanaka, K.; Iwata, S. J. Org. Chem. 1989, 54, 3007-3009.
    • (1989) J. Org. Chem , vol.54 , pp. 3007-3009
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    • For a ruthenium catalyzed asymmetric aerobic oxidative coupling
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    • Selected reports on vanadium catalyzed reactions. (a) Chu, C.-Y.; Hwang, D.-R.; Wang, S.-K.; Uang, B.-J. Chem. Commun. 2001, 980-981.
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    • For the catalysts possessing a chiral 3,3′-disubstituted binaphthyl scaffold, see:a
    • For the catalysts possessing a chiral 3,3′-disubstituted binaphthyl scaffold, see:(a) Connon, S. J. Angew. Chem., Int. Ed. 2006, 45, 3909-3912.
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    • (b) Akiyama, T. Chem. Rev. 2007, 107, 5744-5758.
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    • To the best of our knowledge, no highly enantioselective method for the oxidative coupling of 3-substituted naphthols, except the ones bearing a precoordinating group such as an ester, ketone, or phosphine oxide group, has been reported. For examples of highly selective coupling of such precoordinating substrates, see: ref 14b,c,d.
    • (b) To the best of our knowledge, no highly enantioselective method for the oxidative coupling of 3-substituted naphthols, except the ones bearing a precoordinating group such as an ester, ketone, or phosphine oxide group, has been reported. For examples of highly selective coupling of such precoordinating substrates, see: ref 14b,c,d.
  • 52
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    • See the Supporting Information
    • See the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.