gem-Difluoro-cyclohexene and -cycloheptene derivatives through cyclization of gem-difluoroallyl radicals

Journal of Fluorine Chemistry

Volumn 76, Issue 2, 1996, Pages 169-173

  Arnone, Alberto ^a   Bravo, Pierfrancesco ^a   Viani, Fiorenza ^a   Zanda, Matteo ^a   Cavicchio, Giancarlo ^b   Crucianelli, Marcello ^b  

^a POLITECNICO DI MILANO   (Italy)

^b UNIVERSITY OF L'AQUILA   (Italy)

Author keywords

Difluoroallyl radicals; Difluorocycloheptene; Difluorocyclohexene; NMR spectroscopy; Radical cyclization

Indexed keywords

EID: 0030075316     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/0022-1139(95)03339-4     Document Type: Article

References (17)

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2. [1] P. Bravo and G. Resnati, in B. Zwanenburg and A.J.H. Klunder (eds.), Perspectives in the Organic Chemistry of Sulphur, Elsevier, Amsterdam, 1987, p. 89; P. Bravo and G. Resnati, Tetrahedron: Asymm., 1 (1990) 661; G. Resnati, Tetrahedron, 49 (1993) 9385, and references therein.
3. [1] P. Bravo and G. Resnati, in B. Zwanenburg and A.J.H. Klunder (eds.), Perspectives in the Organic Chemistry of Sulphur, Elsevier, Amsterdam, 1987, p. 89; P. Bravo and G. Resnati, Tetrahedron: Asymm., 1 (1990) 661; G. Resnati, Tetrahedron, 49 (1993) 9385, and references therein.
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5. (b) A. Arnone, P. Bravo, G. Cavicchio, M. Frigerio and F. Viani, Tetrahedron, 48 (1992) 8523.
6. For the synthesis of racemic gem-difluorocyclopentane or cyclohexane derivatives by a similar route, see (c) F. Barth and C.-O. Yang, Tetrahedron Lett., 32 (1991) 5873;
7. (d) T. Morikawa, Y. Kodama, J. Uchida, M. Takano, Y. Washio and T. Taguchi, Tetrahedron, 48 (1992) 8915.
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11. [5] For lead references see: B. Giese, Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds, Pergamon, New York, 1986; D.P. Curran, Synthesis, (1988) 417, 482.
12. [6] D.P. Curran, Synthesis, (1988) 417.
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