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Volumn 9, Issue 11, 2007, Pages 2235-2237

Gold-catalyzed cyclization of allene-substituted malonate esters: Synthesis of β,γ-unsaturated δ-lactones

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EID: 34250621791     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol070793v     Document Type: Article
Times cited : (46)

References (52)
  • 3
    • 4544320494 scopus 로고    scopus 로고
    • Krause, N, Hashmi, A. S. K, Eds, 2 Vols, Wiley-VCH: Weinheim, Germany
    • (c) Krause, N.; Hashmi, A. S. K., Eds. Modern Allene Chemistry, 2 Vols.; Wiley-VCH: Weinheim, Germany, 2004.
    • (2004) Modern Allene Chemistry
  • 18
    • 8744259772 scopus 로고    scopus 로고
    • For recent reviews on gold catalysis, see: a
    • For recent reviews on gold catalysis, see: (a) Hashmi, A. S. K. Gold Bull, 2004, 37, 51.
    • (2004) Gold Bull , vol.37 , pp. 51
    • Hashmi, A.S.K.1
  • 41
    • 34250680366 scopus 로고    scopus 로고
    • 11d In this case the authors showed that Au(III) catalyzes electrophilic cleavage of the tert-butyl ester during the reaction followed by gold-catalyzed cyclization of the in situ generated allenoic acid, (a) Fu, C.; Ma, S. Eur. J. Org. Chem., 2005, 3942.
    • 11d In this case the authors showed that Au(III) catalyzes electrophilic cleavage of the tert-butyl ester during the reaction followed by gold-catalyzed cyclization of the in situ generated allenoic acid, (a) Fu, C.; Ma, S. Eur. J. Org. Chem., 2005, 3942.
  • 48
    • 33645502322 scopus 로고    scopus 로고
    • For more information of the thermal ene-reaction see
    • For more information of the thermal ene-reaction see: Närhi, K.; Franzén, J.; Bäckvall, J. E. J. Org. Chem., 2006, 71, 2914.
    • (2006) J. Org. Chem , vol.71 , pp. 2914
    • Närhi, K.1    Franzén, J.2    Bäckvall, J.E.3
  • 49
    • 34250617266 scopus 로고    scopus 로고
    • For silver salt additives in gold catalysis see for example: refs 3b and 7a
    • For silver salt additives in gold catalysis see for example: refs 3b and 7a.
  • 51
    • 34250672970 scopus 로고    scopus 로고
    • Hydrolysis of the ester prior to lactonization was ruled out by a control experiment in which dimethyl 2-ethylmalonate was treated with the gold catalyst in acetic acid under the usual reaction conditions (cf. Table 1) for 6 h. No formation of the corresponding carboxylic acid was observed
    • Hydrolysis of the ester prior to lactonization was ruled out by a control experiment in which dimethyl 2-ethylmalonate was treated with the gold catalyst in acetic acid under the usual reaction conditions (cf. Table 1) for 6 h. No formation of the corresponding carboxylic acid was observed.
  • 52
    • 34250627402 scopus 로고    scopus 로고
    • 1H NMR formation of methyl acetate was observed.
    • 1H NMR formation of methyl acetate was observed.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.