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Volumn 11, Issue 16, 2009, Pages 3706-3708

A formal synthesis of swainsonine by gold-catalyzed allene cyclization

Author keywords

[No Author keywords available]

Indexed keywords

GOLD CHLORIDE; GOLD DERIVATIVE; SWAINSONINE;

EID: 68949117437     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901094h     Document Type: Article
Times cited : (70)

References (38)
  • 1
    • 0034721683 scopus 로고    scopus 로고
    • For reviews, see
    • For reviews, see: El Nemr, A. Tetrahedron 2000, 56, 8579.
    • (2000) Tetrahedron , vol.56 , pp. 8579
    • El Nemr, A.1
  • 13
    • 68949120235 scopus 로고    scopus 로고
    • Originally reported by Claesson: Claesson, A, Sahlberg, C, Luthman, K. Acta Chem. Scand. B 1979, 309. For additional examples, see ref 6
    • Originally reported by Claesson: Claesson, A.; Sahlberg, C.; Luthman, K. Acta Chem. Scand. B 1979, 309. For additional examples, see ref 6.
  • 15
    • 50949125916 scopus 로고    scopus 로고
    • For reviews of the use of gold, see
    • For reviews of the use of gold, see: Hashmi, A. S. K.; Rudolph, M. Chem. Soc. Rev. 2008, 37, 1766.
    • (2008) Chem. Soc. Rev , vol.37 , pp. 1766
    • Hashmi, A.S.K.1    Rudolph, M.2
  • 18
  • 29
    • 33746048429 scopus 로고    scopus 로고
    • Gold(I) complexes with other ligands have also been employed: Zhang, Z.; Liu, C.; Kinder, R. E.; Han, X.; Qian, H.; Widenhoefer, R. A. J. Am. Chem. Soc. 2006, 128, 9066.
    • Gold(I) complexes with other ligands have also been employed: Zhang, Z.; Liu, C.; Kinder, R. E.; Han, X.; Qian, H.; Widenhoefer, R. A. J. Am. Chem. Soc. 2006, 128, 9066.
  • 33
    • 68949091193 scopus 로고    scopus 로고
    • The corresponding alloc protected material also underwent cyclization with excellent diastereoselectivity, but in low yield
    • The corresponding alloc protected material also underwent cyclization with excellent diastereoselectivity, but in low yield.
  • 35
    • 68949126198 scopus 로고    scopus 로고
    • The allyl carbamate derivative did not undergo ring-closing metathesis with either the Grubbs I or II catalysts
    • The allyl carbamate derivative did not undergo ring-closing metathesis with either the Grubbs I or II catalysts.
  • 38
    • 68949093096 scopus 로고    scopus 로고
    • 2 (ref 2, -72, c = 0.65, benzene), is consistent with an ee of ca. 75%.
    • 2 (ref 2, -72, c = 0.65, benzene), is consistent with an ee of ca. 75%.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.