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Volumn 63, Issue 40, 2007, Pages 9979-9990

Cycloisomerization of γ- and δ-acetylenic acids catalyzed by gold(I) chloride

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; CARBOXYLIC ACID; ESTER; GOLD CHLORIDE; ISOCOUMARIN DERIVATIVE; LACTONE; PROPIOLIC ACID; UNCLASSIFIED DRUG;

EID: 34547933484     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.07.066     Document Type: Article
Times cited : (138)

References (66)
  • 1
    • 34547949246 scopus 로고    scopus 로고
    • For selected examples, see:
  • 11
    • 34547937639 scopus 로고    scopus 로고
    • For recent examples of synthesis of alkylidene lactones using transition metal catalysts, see:
  • 22
    • 34547947902 scopus 로고    scopus 로고
    • note
    • See Ref. 17c and references cited therein.
  • 38
    • 34547957341 scopus 로고    scopus 로고
    • Unpublished results.
  • 40
    • 34547947179 scopus 로고    scopus 로고
    • note
    • 7a,c with our substrates and theirs is probably due to concomitant beneficial effects of the five-membered ring formation and the Thorpe-Ingold effect.
  • 42
    • 34547960862 scopus 로고    scopus 로고
    • note
    • The presence of water was determined with a Karl Fisher apparatus. Commercially available acetonitrile containing 0.19-0.21% of water could be used as standard without previous distillation.
  • 46
    • 8644283571 scopus 로고    scopus 로고
    • Similar observation was made in the case of a Pd-catalyzed intramolecular cyclization:
    • Similar observation was made in the case of a Pd-catalyzed intramolecular cyclization:. Furichi N., Hara H., Osaki T., Nakano M., Mori H., and Katsumura S. J. Org. Chem. 69 (2004) 7949-7959
    • (2004) J. Org. Chem. , vol.69 , pp. 7949-7959
    • Furichi, N.1    Hara, H.2    Osaki, T.3    Nakano, M.4    Mori, H.5    Katsumura, S.6
  • 66
    • 34547939989 scopus 로고    scopus 로고
    • note
    • 2O. The product 12b is isolated with deuterium at its olefinic position (>70% deuterium insertion). This experiment confirms the role played by the water.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.