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Volumn 6, Issue 9, 2004, Pages 1509-1511

Platinum dichloride-catalyzed cycloisomerization of ene-ynamides

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; BICYCLO COMPOUND; CHLORINE DERIVATIVE; CYCLIC TOSYLENAMIDE DERIVATIVE; CYCLOBUTANONE DERIVATIVE; NITROGEN DERIVATIVE; PLATINUM DERIVATIVE; PLATINUM DICHLORIDE; UNCLASSIFIED DRUG;

EID: 2442478471     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol049530g     Document Type: Article
Times cited : (132)

References (31)
  • 2
    • 0037035046 scopus 로고    scopus 로고
    • For previous works in RCM, see: (a) Saito, N.; Sato, Y.; Mori, M. Org. Lett. 2002, 4, 803. (b) Huang, J.; Xiong, H.; Hsung, R. P.; Rameshkumar, C.; Mulder, J. A.; Grebe, T. P. Org. Lett. 2002, 4, 2417.
    • (2002) Org. Lett. , vol.4 , pp. 803
    • Saito, N.1    Sato, Y.2    Mori, M.3
  • 4
    • 0035801916 scopus 로고    scopus 로고
    • For a review on transition metal-mediated cycloadditions of ynamides, see: Zificsak, C. A.; Mulder, J. A.; Hsung, R. P.; Rameshkumar, C.; Wei, L.-L. Tetrahedron 2001, 57, 7575. See also: Witulski, B.; Alayrac, C. Angew. Chem., Int. Ed. 2002, 41, 3281.
    • (2001) Tetrahedron , vol.57 , pp. 7575
    • Zificsak, C.A.1    Mulder, J.A.2    Hsung, R.P.3    Rameshkumar, C.4    Wei, L.-L.5
  • 5
    • 0037009049 scopus 로고    scopus 로고
    • For a review on transition metal-mediated cycloadditions of ynamides, see: Zificsak, C. A.; Mulder, J. A.; Hsung, R. P.; Rameshkumar, C.; Wei, L.-L. Tetrahedron 2001, 57, 7575. See also: Witulski, B.; Alayrac, C. Angew. Chem., Int. Ed. 2002, 41, 3281.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 3281
    • Witulski, B.1    Alayrac, C.2
  • 20
    • 0000288246 scopus 로고
    • Isolation of cyclobutenes from metal-catalyzed [2 + 2] of enynes has been described, see: (a) Pd(II): Trost, B. M.; Yanai, M.; Hoogsten, K. J. Am. Chem. Soc. 1993, 115, 5294. (b) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 5294
    • Trost, B.M.1    Yanai, M.2    Hoogsten, K.3
  • 21
    • 0000874926 scopus 로고
    • Isolation of cyclobutenes from metal-catalyzed [2 + 2] of enynes has been described, see: (a) Pd(II): Trost, B. M.; Yanai, M.; Hoogsten, K. J. Am. Chem. Soc. 1993, 115, 5294. (b) Trost, B. M.; Tanoury, G. J. J. Am. Chem. Soc. 1988, 110, 1636.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 1636
    • Trost, B.M.1    Tanoury, G.J.2
  • 22
    • 33751155795 scopus 로고    scopus 로고
    • note
    • (c) Pt(II): see ref 4d. Pt-(IV): Blum, J.; Beer-Kraft, H.; Badrieh, Y. J. Org. Chem. 1985, 60, 5567.
  • 25
    • 0037772315 scopus 로고    scopus 로고
    • See also ref 10d
    • For a related report of instability, see: Smith, A. B., III; Cui, H. Org. Lett. 2003, 5, 587. See also ref 10d.
    • (2003) Org. Lett. , vol.5 , pp. 587
    • Smith III, A.B.1    Cui, H.2
  • 30
    • 2442629582 scopus 로고    scopus 로고
    • note
    • Intermediacy of cyclopropylcarbene species is also conceivable: see ref 4e and references therein.
  • 31
    • 2442504894 scopus 로고    scopus 로고
    • note
    • Analysis of the crude cycloisomerization product from precursor 15 is consistent with the formation of an exo-cyclobutene intermediate.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.