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Volumn 11, Issue 2, 2009, Pages 357-360

A new catalytic prins cyclization leading to oxa- and azacycles

Author keywords

[No Author keywords available]

Indexed keywords

HETEROCYCLIC COMPOUND; INORGANIC SALT; IRON; TRIMETHYLSILYL DERIVATIVE;

EID: 61449163939     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol802593u     Document Type: Article
Times cited : (125)

References (46)
  • 3
    • 0036007872 scopus 로고    scopus 로고
    • and references cited therein
    • Faulkner, D. J. Nat. Prod. Rep. 2002, 19, 1-48, and references cited therein.
    • (2002) J. Nat. Prod. Rep , vol.19 , pp. 1-48
    • Faulkner, D.1
  • 4
    • 0842268019 scopus 로고    scopus 로고
    • references cited therein
    • Buffat, M G. P. Tetrahedron 2004, 60, 1701-1729and references cited therein
    • (2004) Tetrahedron , vol.60
    • Buffat, M.G.P.1
  • 5
    • 39149102146 scopus 로고    scopus 로고
    • and references cited therein
    • Larrosa, I.; Romea, P.; Urpí, F. Tetrahedron 2008, 64, 2683-2723, and references cited therein.
    • (2008) Tetrahedron , vol.64 , pp. 2683-2723
    • Larrosa, I.1    Romea, P.2    Urpí, F.3
  • 14
    • 38349186964 scopus 로고    scopus 로고
    • Custar, D. W.; Zabawa, T. P.; Scheldt, K. A J. Am. Chem. Soc. 2008, 130, 804-805.
    • Custar, D. W.; Zabawa, T. P.; Scheldt, K. A J. Am. Chem. Soc. 2008, 130, 804-805.
  • 26
    • 11144356778 scopus 로고    scopus 로고
    • Justicia, J.; Rosales, A.; Buñuel, E.; Oller-López, J.; Valdivia, M.; Haïdour, A.; Oltra, J. E.; Barrero, A. F.; Ca7acute;rdenas, D. J.; Cuerva, J. M. Chem.-Eur. J. 2004, 10, 1778-1788.
    • Justicia, J.; Rosales, A.; Buñuel, E.; Oller-López, J.; Valdivia, M.; Haïdour, A.; Oltra, J. E.; Barrero, A. F.; Ca7acute;rdenas, D. J.; Cuerva, J. M. Chem.-Eur. J. 2004, 10, 1778-1788.
  • 33
    • 0025032498 scopus 로고    scopus 로고
    • 3/TMSCl system, see: Cunico, R. F. Tetrahedron Lett. 1990, 31, 5607-5608.
    • 3/TMSCl system, see: Cunico, R. F. Tetrahedron Lett. 1990, 31, 5607-5608.
  • 37
    • 62149112278 scopus 로고    scopus 로고
    • Using a catalytic amount of FeCl3 (0.1 equiv, we obtained the corresponding acetal as a single product in good yield 80, See ref 5
    • 3 (0.1 equiv), we obtained the corresponding acetal as a single product in good yield (80%). See ref 5.
  • 38
    • 62149098412 scopus 로고    scopus 로고
    • 3 and isovaleraldehyde, in the presence of air and moisture the target product was obtained in a remarkable 70% yield.
    • 3 and isovaleraldehyde, in the presence of air and moisture the target product was obtained in a remarkable 70% yield.
  • 39
    • 62149085975 scopus 로고    scopus 로고
    • The reaction does not work with other functional groups as benzyl, THP, or TBS
    • The reaction does not work with other functional groups as benzyl, THP, or TBS.
  • 43
    • 0028957650 scopus 로고    scopus 로고
    • 2 at room temperature is a suitable method to achieve debenzylations. See: Padron, J. I.; Vázquez, J. T. Tetrahedron Asymmetry 1995, 6, 857-858.
    • 2 at room temperature is a suitable method to achieve debenzylations. See: Padron, J. I.; Vázquez, J. T. Tetrahedron Asymmetry 1995, 6, 857-858.
  • 44
    • 62149135392 scopus 로고    scopus 로고
    • It should be emphasized that the storage of R3SiX generate traces of free acid HX by hydrolysis: Oilman, A. D, Ioffe, S. L Chem. Rev. 2003, 103, 733-772
    • 3SiX generate traces of free acid HX by hydrolysis: Oilman, A. D.; Ioffe, S. L Chem. Rev. 2003, 103, 733-772.
  • 45
    • 0018615345 scopus 로고    scopus 로고
    • 3 is hydrolyzed to the corresponding iron (III) halide: Miller, D. D.; Van Campen, D Am. J. Clin. Nutr. 1979, 32, 2354-2361. (Chemical Equation Presented)
    • 3 is hydrolyzed to the corresponding iron (III) halide: Miller, D. D.; Van Campen, D Am. J. Clin. Nutr. 1979, 32, 2354-2361. (Chemical Equation Presented)
  • 46
    • 62149126678 scopus 로고    scopus 로고
    • 3, the corresponding acetal was isolated only when Z is oxygen.
    • 3, the corresponding acetal was isolated only when Z is oxygen.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.