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Volumn 73, Issue 18, 2008, Pages 7145-7152

Samarium(II)-mediated spirocyclization by intramolecular aryl radical addition onto an aromatic ring

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CHEMICAL REACTIONS;

EID: 52449125620     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800656a     Document Type: Article
Times cited : (59)

References (100)
  • 43
    • 0010284403 scopus 로고
    • For related reactions, see: a
    • For related reactions, see: (a) Julia, M.; Malassine, B. Tetrahedron Lett. 1972, 13, 2495-2498.
    • (1972) Tetrahedron Lett , vol.13 , pp. 2495-2498
    • Julia, M.1    Malassine, B.2
  • 61
    • 0007562550 scopus 로고
    • For selected reviews on samarium diiodide mediated reactions, see: s
    • For selected reviews on samarium diiodide mediated reactions, see: (s) Kagan, H. B.; Namy, J. L. Tetrahedron 1986, 42, 6573-6614.
    • (1986) Tetrahedron , vol.42 , pp. 6573-6614
    • Kagan, H.B.1    Namy, J.L.2
  • 65
    • 0346787791 scopus 로고    scopus 로고
    • (w) Kagan, H. B. Tetrahedron 2003, 59, 10351-10372.
    • (2003) Tetrahedron , vol.59 , pp. 10351-10372
    • Kagan, H.B.1
  • 84
    • 0035955789 scopus 로고    scopus 로고
    • For a recent review, see
    • (f) For a recent review, see: Studer, A.; Bossart, M. Tetrahedron 2001, 57, 9649-9667.
    • (2001) Tetrahedron , vol.57 , pp. 9649-9667
    • Studer, A.1    Bossart, M.2
  • 94
    • 52449121958 scopus 로고    scopus 로고
    • 2, a considerable amount of the unchanged starting materials was observed on TLC.
    • 2, a considerable amount of the unchanged starting materials was observed on TLC.
  • 95
    • 52449106148 scopus 로고    scopus 로고
    • The reaction at a higher temperature (0°C) gave a complex mixture of unidentified products.
    • The reaction at a higher temperature (0°C) gave a complex mixture of unidentified products.
  • 96
    • 52449117070 scopus 로고    scopus 로고
    • The reaction of substrates having no substituent or Ms group on the nitrogen atom led to decomposition of the starting materials without producing the desired products
    • The reaction of substrates having no substituent or Ms group on the nitrogen atom led to decomposition of the starting materials without producing the desired products.
  • 98
    • 0034674964 scopus 로고    scopus 로고
    • They speculated that the addition of bromide or chloride to samarium iodide would form another samarium halide species with improved reducing ability
    • (b) Miller, R. S.; Sealy, J. M.; Shabangi, M.; Kuhlman, M. L.; Fuchs, J. R.; Flowers, R. A., II J. Am. Chem. Soc. 2000, 122, 7718-7722. They speculated that the addition of bromide or chloride to samarium iodide would form another samarium halide species with improved reducing ability.
    • (2000) J. Am. Chem. Soc , vol.122 , pp. 7718-7722
    • Miller, R.S.1    Sealy, J.M.2    Shabangi, M.3    Kuhlman, M.L.4    Fuchs, J.R.5    Flowers II, R.A.6
  • 99
    • 52449107739 scopus 로고    scopus 로고
    • The key intermediate 39 would be formed only in the absence of proton source, because isopropanol could protonate the intermediate 38 leading to 34, before formation of 39.
    • The key intermediate 39 would be formed only in the absence of proton source, because isopropanol could protonate the intermediate 38 leading to 34, before formation of 39.
  • 100
    • 52449122237 scopus 로고    scopus 로고
    • 2/HMPA in the presence of i-PrOH.
    • 2/HMPA in the presence of i-PrOH.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.