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Volumn 5, Issue 3, 2014, Pages 1059-1063

Ir-catalyzed intermolecular asymmetric allylic dearomatization reaction of indoles

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CHEMICAL COMPOUNDS;

EID: 84893442757     PISSN: 20416520     EISSN: 20416539     Source Type: Journal    
DOI: 10.1039/c3sc53019a     Document Type: Article
Times cited : (110)

References (83)
  • 29
    • 84874586828 scopus 로고    scopus 로고
    • For allylic dearomatization of indoles with allyl methyl carbonate
    • J. Chen M. J. Cook Org. Lett. 2013 15 1088
    • (2013) Org. Lett. , vol.15 , pp. 1088
    • Chen, J.1    Cook, M.J.2
  • 43
    • 84873661355 scopus 로고    scopus 로고
    • During the preparation of this manuscript, Stoltz and coworkers reported an Ir-catalyzed asymmetric allylic alkylation of β-ketoesters with exceptional high diastereo- and enantioselectivity, see
    • W. Chen J. F. Hartwig J. Am. Chem. Soc. 2013 135 2068
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 2068
    • Chen, W.1    Hartwig, J.F.2
  • 48
    • 84891321063 scopus 로고    scopus 로고
    • in:, ed. L. A. Oro and C. Claver, Wiley-VCH, Weinheim, Germany, 211-250
    • G. Helmchen, in: Iridium Complexes in Organic Synthesis, ed., L. A. Oro, and, C. Claver, Wiley-VCH, Weinheim, Germany, 2009, pp. 211-250
    • (2009) Iridium Complexes in Organic Synthesis
    • Helmchen, G.1
  • 74
    • 84880009060 scopus 로고    scopus 로고
    • When 1-phenylprop-2-en-1-ol was used instead of cinnamyl alcohol (3a), a messy mixture resulted without the formation of any detectable dearomatized product
    • X. Zhang Z.-P. Yang C. Liu S.-L. You Chem. Sci. 2013 4 3239
    • (2013) Chem. Sci. , vol.4 , pp. 3239
    • Zhang, X.1    Yang, Z.-P.2    Liu, C.3    You, S.-L.4
  • 79
    • 84869383333 scopus 로고    scopus 로고
    • Both 3-methylbut-2-enol and 2-methylbut-3-en-2-ol were tested as electrophilic components in the reaction, however none of them gave the desired product (5ga) even under very harsh conditions. Ir-catalyzed allylic substitution with highly substituted allylic compounds is a big challenge
    • Z. Zhang J. C. Antilla Angew. Chem., Int. Ed. 2012 51 11778
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 11778
    • Zhang, Z.1    Antilla, J.C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.