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Volumn 9, Issue 12, 2007, Pages 2361-2364

A rhodium(I)-catalyzed demethylation-cyclization of o-anisole-substituted ynamides in the synthesis of chiral 2-amido benzofurans

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; AMIDE; ANISOLE; ANISOLE DERIVATIVE; BENZOFURAN DERIVATIVE; ORGANOMETALLIC COMPOUND; RHODIUM;

EID: 34250867364     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0707362     Document Type: Article
Times cited : (94)

References (64)
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    • Also see related recent reviews: (d) Kirsch, S. F. Org. Biomol. Chem. 2006, 4, 2076.
    • Also see related recent reviews: (d) Kirsch, S. F. Org. Biomol. Chem. 2006, 4, 2076.
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    • Tetrahedron-Symposium-In-Print: Chemistry of Electron-Deficient Ynamines and Ynamides
    • For an issue dedicated to ynamides, see:, 16
    • For an issue dedicated to ynamides, see: Tetrahedron-Symposium-In-Print: Chemistry of Electron-Deficient Ynamines and Ynamides. Tetrahedron 2006, 62 (16).
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    • See the Supporting Information
    • See the Supporting Information.
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    • For recent examples on such 5-endo-dig cyclizations from o-hydroxyphenylacetylenes see: (a) Liang, Y.; Tang, S.; Zhang, X.-D.; Mao, L.-Q.; Xie, Y.-X.; Li, J.-H. Org. Lett. 2006, 8, 3017.
    • For recent examples on such 5-endo-dig cyclizations from o-hydroxyphenylacetylenes see: (a) Liang, Y.; Tang, S.; Zhang, X.-D.; Mao, L.-Q.; Xie, Y.-X.; Li, J.-H. Org. Lett. 2006, 8, 3017.
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    • For related elegant furan synthesis from various alkynones, see: a
    • For related elegant furan synthesis from various alkynones, see: (a) Kel'in, A. V.; Gevorgyan, V. J. Org. Chem. 2002, 67, 95.
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    • Via mercury: (d) Kao, C.-L.; Chern, J.-W. Tetrahedron. Lett. 2001, 42, 1111.
    • Via mercury: (d) Kao, C.-L.; Chern, J.-W. Tetrahedron. Lett. 2001, 42, 1111.
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    • Via platinum: (e) Fürstner, A.; Davies, P. W. J. Am. Chem. Soc. 2005, 127, 15024.
    • Via platinum: (e) Fürstner, A.; Davies, P. W. J. Am. Chem. Soc. 2005, 127, 15024.
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    • 2O in this process.
    • 2O in this process.
  • 60
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    • The chloro aminal byproduct ii isolated here as a single isomer is likely derived from the initial formation of chloro-enamide 14-C1. Characterizations of ii is in the Supporting Information but the relative stereochemistry of the aminal carbon was not assigned
    • The chloro aminal byproduct ii isolated here as a single isomer is likely derived from the initial formation of chloro-enamide 14-C1. Characterizations of ii is in the Supporting Information but the relative stereochemistry of the aminal carbon was not assigned.
  • 61
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    • 6.
    • 6.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.