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Volumn , Issue 15, 2005, Pages 2352-2356

Reactions of vinylidenecyclopropanes with diaryl diselenide catalyzed by iodosobenzene diacetate and further transformation of the adducts

Author keywords

Addition reaction; Arylvinylidenecyclopropanes; Diaryl diselenide; Iodosobenzene diacetate; Methylenecyclopropanes

Indexed keywords

CYCLOPROPANE DERIVATIVE; HYDROGEN PEROXIDE; IODOSOBENZENE; IODOSOBENZENE DIACETATE; SELENIDE; TOLUENE; UNCLASSIFIED DRUG;

EID: 25444455907     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-872663     Document Type: Article
Times cited : (23)

References (94)
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    • The other papers related to vinylidenecyclopropanes. See for the reactions of vinylidenecyclopropanes with carbenes and carbene complexes: (a) Crandall, J. K.; Paulson, D. R.; Bunnell, C. A. Tetrahedron Lett. 1969, 48, 4217.
    • (1969) Tetrahedron Lett. , vol.48 , pp. 4217
    • Crandall, J.K.1    Paulson, D.R.2    Bunnell, C.A.3
  • 60
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    • For the addition reactions to vinylidenecyclopropanes: (g) Pasto, D. J.; Miles, M. F. J. Org. Chem. 1976, 41, 2068.
    • (1976) J. Org. Chem. , vol.41 , pp. 2068
    • Pasto, D.J.1    Miles, M.F.2
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    • It has been reported that treatment of diphenyl diselenide with iodosobenzene diacetate produces an electrophilic selenenylating agent for double bonds. See: (a) Tingoli, M.; Tiecco, M.; Testaferri, L.; Temperini, A. Synth. Commun. 1998, 28, 1769.
    • (1998) Synth. Commun. , vol.28 , pp. 1769
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    • note
    • 000 = 612; diffractometer: Rigaku AFC7R; residuals: R; Rw: 0.0529, 0.1240.
  • 83
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    • Rappoport, Z.; Stang, P. J., Eds.; John Wiley and Sons: New York
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    • The stabilizing effect of cyclopropyl substituents in carbocations is well documented. See: (b) Olah, G. A.; Reddy, V. P.; Prakash, G. K. S. Chem. Rev. 1992, 92, 69.
    • (1992) Chem. Rev. , vol.92 , pp. 69
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    • Back, T. G., Ed.; Oxford University Press: Oxford
    • (b) Back, T. G. Organoselenium Chemistry; Back, T. G., Ed.; Oxford University Press: Oxford, 1999, 7-33.
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    • For a review, see: Reich, H. J. Organoselenium Chemistry; Liotta, D., Ed.; Jossey-Bass: New York, 1987, 365-394.
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    • note
    • 2 (0.1 mmol), and THF (2 mL) were added into a Schlenk tube. The mixture was stirred at 35-40 °C for the time specified in Table 2, then was purified by a flash column chromatography.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.