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Volumn 63, Issue 20, 1998, Pages 6764-6765

From acyclic precursors to linear triquinanes through a diastereoselective one-pot process. A new illustration of the synthetic power of radical cascades

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EID: 0001140309     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9809783     Document Type: Article
Times cited : (65)

References (32)
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    • For heteroatomic versions
    • Curran, D. P.; Sun, S. Aust. J. Chem. 1995,48, 261. For heteroatomic versions:
    • (1995) Aust. J. Chem. , vol.48 , pp. 261
    • Curran, D.P.1    Sun, S.2
  • 8
  • 12
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    • The high reversibility of the formation of α-cyclopropyl radicals is well established and has been usually overcome using electronic effects or by introducing a fast irreversible step, such as a fragmentation. For recent references, see: (a) Srikrishna, R.; Viswajanani, R.; Reddy, T. J.; Vijaykumar, D.; Kumar, P. P. J. Org. Chem. 1997, 62, 5232.
    • (1997) J. Org. Chem. , vol.62 , pp. 5232
    • Srikrishna, R.1    Viswajanani, R.2    Reddy, T.J.3    Vijaykumar, D.4    Kumar, P.P.5
  • 16
    • 85034173625 scopus 로고    scopus 로고
    • Minor products were also observed on the TLC of the crude product.
    • Minor products were also observed on the TLC of the crude product.
  • 19
    • 0024847850 scopus 로고
    • -1. Therefore, β-elimination is not a favorable process, and to the best of our knowledge has never been observed; see: Hwu, J. R.; Furth, P. S. J. Am. Chem. Soc. 1989, 111, 8834.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 8834
    • Hwu, J.R.1    Furth, P.S.2
  • 24
    • 0026705838 scopus 로고
    • See also: Srikrishna, A.; Danieldoss, S. J. Org. Chem. 1997, 62, 7863.
    • Saicic, R. N.; Cekovic, Z. Tetrahedron 1992, 48, 8975. See also: Srikrishna, A.; Danieldoss, S. J. Org. Chem. 1997, 62, 7863.
    • (1992) Tetrahedron , vol.48 , pp. 8975
    • Saicic, R.N.1    Cekovic, Z.2
  • 25
    • 85034195519 scopus 로고    scopus 로고
    • The authors have deposited atomic coordinates for 13 with the Cambridge Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 IEZ, UK.
    • The authors have deposited atomic coordinates for 13 with the Cambridge Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 IEZ, UK.
  • 26
    • 85034201456 scopus 로고    scopus 로고
    • This cascade starts with the dissociation of AIBN and ends with the elimination of the trimethylsilyl radical.
    • This cascade starts with the dissociation of AIBN and ends with the elimination of the trimethylsilyl radical.
  • 27
    • 0000150315 scopus 로고
    • (b) Huang, X. L.; Dannenberg, J. J. J. Org. Chem. 1991, 56, 5421.
    • (a) Houk, K. N.; Dorigo, A. E. J. Am. Chem. Soc. 1987,109, 2195. (b) Huang, X. L.; Dannenberg, J. J. J. Org. Chem. 1991, 56, 5421.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 2195
    • Houk, K.N.1    Dorigo, A.E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.