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Volumn 2011, Issue 1, 2011, Pages 410-428

Oxidation of oximes with hypervalent iodine reagents: Opportunities, development, and applications

Author keywords

Dipolar cycloaddition; Heterocycles; Hypervalent iodine reagents; Nitrile oxides; Oximes

Indexed keywords


EID: 80053532110     PISSN: 1551-7012     EISSN: 15517004     Source Type: Journal    
DOI: 10.3998/ark.5550190.0012.108     Document Type: Review
Times cited : (32)

References (77)
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    • Hypervalent iodine reagents are also known to promote a limited number of oxidative phenolic amination reactions. a
    • Hypervalent iodine reagents are also known to promote a limited number of oxidative phenolic amination reactions. (a) Scheffler, G.; Seike, H.; Sorensen, E. J. Angew. Chem. Int. Ed. 2000, 39, 4593.
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    • This technology was developed in order to achieve biomimetic syntheses of FR-901483 and TAN-1251C
    • (b) Braun, N. A.; Ousmer, M.; Bray, J. D.; Bouchu, D.; Peters, K.; Peters, E.-M.; Ciufolini, M. A. J. Org. Chem. 2000, 65, 4397. This technology was developed in order to achieve biomimetic syntheses of FR-901483 and TAN-1251C
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    • Poupon, E.; Nay, B., Eds.; Wiley-VCH: Weinheim, Germany, Ch. 2
    • (e) Liang, H.; Ciufolini, M. A. In: Biomimetic Organic Synthesis, Vol 1; Poupon, E.; Nay, B., Eds.; Wiley-VCH: Weinheim, Germany 2011, Ch. 2.
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    • This methodology was developed in connection with the synthesis of cylindricine and related substances: a
    • This methodology was developed in connection with the synthesis of cylindricine and related substances: (a) Canesi, S.; Belmont, P.; Bouchu, D.; Rousset, L.; Ciufolini, M. A. Tetrahedron Lett. 2002, 43, 5193.
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    • Reviews on INOC chemistry. a, Mulzer, J., Altenbach, H. J., Braun, M., Krohn, K., Reissig, H. U., Eds.; VCH: Weinheim
    • Reviews on INOC chemistry. (a) Mulzer, J. In Organic Synthesis Highlights; Mulzer, J., Altenbach, H. J., Braun, M., Krohn, K., Reissig, H. U., Eds.; VCH: Weinheim 1990; Vol. I, p 77.
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    • For instance, hypervalent iodine reagents can promote oxidative deoximation of oximes. (a) De, S. K.; Mallik, A. K. Tetrahedron Lett. 1998, 39, 2389.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 2389
    • De, S.K.1    Mallik, A.K.2
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    • Such an event would bar nitrile oxide formation, and we had no notion of whether the rate of the tandem process would be competitive with that of deoximation
    • (f) Bose, D. S.; Narsaiah, A. V. Synth. Commun. 1999, 29, 937. Such an event would bar nitrile oxide formation, and we had no notion of whether the rate of the tandem process would be competitive with that of deoximation.
    • (1999) Synth. Commun. , vol.29 , pp. 937
    • Bose, D.S.1    Narsaiah, A.V.2
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    • See also refs. 1b and 1e
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    • Leading references. (a) Skinner, G. S. J. Am. Chem. Soc. 1924, 46, 731.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.