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Volumn 72, Issue 24, 2007, Pages 9114-9120

Nickel-catalyzed intermolecular [3 + 2 + 2] cocyclization of ethyl cyclopropylideneacetate and alkynes. Synthesis of seven-membered carbocycles

Author keywords

[No Author keywords available]

Indexed keywords

ETHYL CYCLOPROPYLIDENEACETATE; PRODUCT FORMATION;

EID: 36649024106     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo7014714     Document Type: Article
Times cited : (55)

References (66)
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    • Binger, P.; Schmidt, T. Metal-Catalyzed Cycloadditions of Methylenecyclopropanes. In Carbocyclic three- and four-membered ring compounds; Houben-Weyl; de Meijere, A., Ed.; Thieme: Stuttgart, Germany, 1997; E 17b, pp 2217-2294.
    • (i) Binger, P.; Schmidt, T. Metal-Catalyzed Cycloadditions of Methylenecyclopropanes. In Carbocyclic three- and four-membered ring compounds; Houben-Weyl; de Meijere, A., Ed.; Thieme: Stuttgart, Germany, 1997; Vol. E 17b, pp 2217-2294.
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    • Recent examples: (a) Wender, P. A.; Haustedt, L. O.; Lim, J.; Love, J. A.; Williams, T. J.; Yoon, J.-Y. J. Am. Chem. Soc. 2006, 128, 6302-6303.
    • Recent examples: (a) Wender, P. A.; Haustedt, L. O.; Lim, J.; Love, J. A.; Williams, T. J.; Yoon, J.-Y. J. Am. Chem. Soc. 2006, 128, 6302-6303.
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    • Reviews: (a) Modern Organonickel Chemistry; Tamaru, Y., Ed.; Wiley-VCH: Weinheim, Germany, 2005.
    • Reviews: (a) Modern Organonickel Chemistry; Tamaru, Y., Ed.; Wiley-VCH: Weinheim, Germany, 2005.
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    • TOPP was an efficient ligand for the nickel-catalyzed [4, 3] cycloaddition of 1a and 1,3-dienes. See ref 14c
    • TOPP was an efficient ligand for the nickel-catalyzed [4 + 3] cycloaddition of 1a and 1,3-dienes. See ref 14c.
  • 51
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    • See the Supporting Information for the details
    • See the Supporting Information for the details.
  • 52
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    • A similar spiro compound was isolated in the reaction of 1a with 1,3-dienes. See ref 14c
    • A similar spiro compound was isolated in the reaction of 1a with 1,3-dienes. See ref 14c.
  • 65
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    • A reaction that involves a similar rearrangement has been recently reported. See
    • A reaction that involves a similar rearrangement has been recently reported. See: Murakami, M.; Ashida, S.; Matsuda, T. J. Am. Chem. Soc. 2006, 128, 2166-2167.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 2166-2167
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  • 66
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    • It is also difficult to explain the formation of the isomer in the reaction of 1a with 2k (eq 1).
    • It is also difficult to explain the formation of the isomer in the reaction of 1a with 2k (eq 1).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.