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Volumn 65, Issue 26, 2009, Pages 4957-4967

Formal synthesis of salinosporamide A via NHC-catalyzed intramolecular lactonization

Author keywords

[No Author keywords available]

Indexed keywords

CARBENOID; GAMMA LACTAM DERIVATIVE; GAMMA LACTONE DERIVATIVE; SALINOSPORAMIDE A;

EID: 65749102255     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.03.103     Document Type: Article
Times cited : (52)

References (41)
  • 1
    • 65749095140 scopus 로고    scopus 로고
    • For excellent reviews of NHC-catalyzed reactions, please see
    • For excellent reviews of NHC-catalyzed reactions, please see:
  • 8
    • 24944439544 scopus 로고    scopus 로고
    • For an example on the effect of reaction conditions in NHC annulations see:
    • For an example on the effect of reaction conditions in NHC annulations see:. Sohn S., and Bode J.W. Org. Lett. 7 (2005) 3873-3876
    • (2005) Org. Lett. , vol.7 , pp. 3873-3876
    • Sohn, S.1    Bode, J.W.2
  • 9
    • 43549123600 scopus 로고    scopus 로고
    • For an example related to catalyst effects see:
    • For an example related to catalyst effects see:. Struble J.R., Kaeobamrung J., and Bode J.W. Org. Lett. 10 (2008) 957-960
    • (2008) Org. Lett. , vol.10 , pp. 957-960
    • Struble, J.R.1    Kaeobamrung, J.2    Bode, J.W.3
  • 20
    • 65749102606 scopus 로고    scopus 로고
    • Many total and formal syntheses have been reported: some notable examples are listed here
    • Many total and formal syntheses have been reported: some notable examples are listed here:
  • 29
    • 65749097201 scopus 로고    scopus 로고
    • note
    • First synthesized in our group, we conveniently term 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride as RMesCl. This precatalyst is commercially available from Aldrich, cat. No. 688487.
  • 30
    • 33745940097 scopus 로고    scopus 로고
    • For NHC-catalyzed annulations with concomitant decarboxylation of β-lactones see: (a)
    • For NHC-catalyzed annulations with concomitant decarboxylation of β-lactones see: (a). Nair V., Vellalath S., Poonoth M., and Suresh E. J. Am. Chem. Soc. 128 (2006) 8736-8737
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 8736-8737
    • Nair, V.1    Vellalath, S.2    Poonoth, M.3    Suresh, E.4
  • 32
    • 65749108259 scopus 로고    scopus 로고
    • See Ref. 6b
    • See Ref. 6b.
  • 41
    • 65749112166 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum for 33 is an exact match to Lam's spectrum, there exists a discrepancy in our reported data at resonance 6.78 ppm due to a typo in Lam's report (δ 6.60 ppm); please see Ref. 8g and Supplementary data therein.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.