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Volumn 52, Issue 11, 2011, Pages 1183-1186

A Garratt-Braverman route to aryl naphthalene lignans

Author keywords

[No Author keywords available]

Indexed keywords

BENZYL DERIVATIVE; LACTONE; LIGNAN DERIVATIVE; NAPHTHALENE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

EID: 79751539077     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.01.011     Document Type: Article
Times cited : (32)

References (48)
  • 43
    • 79751537908 scopus 로고    scopus 로고
    • The correct IUPAC name of the isofuran derivative is 1,3-dihydro- naphtho[2,3-c]furan
    • The correct IUPAC name of the isofuran derivative is 1,3-dihydro- naphtho[2,3-c]furan.
  • 44
    • 79751524666 scopus 로고    scopus 로고
    • note
    • 4. The ethyl acetate was then evaporated and product was isolated by column chromatography (Si-gel, petroleum ether-ethyl acetate mixture as eluent). For benzylic oxidation: Equal weights of potassium permanganate and copper sulfate pentahydrate were ground together in a mortar. The resulting fine, highly coloured product was used as a heterogeneous oxidant (3.2 g for 1.4 mmol) in a methylene chloride solution of dihydroisofuran derivative and stirred vigorously under gentle reflux for 72 h. The resulting mixture was then filtered through a Celite pad and concentrated. The products were isolated by column chromatography (Si-gel, petroleum ether-ethyl acetate mixture as eluent).
  • 45
    • 79751536717 scopus 로고    scopus 로고
    • A detailed study on the electronic effect on GB cyclization has been carried out using other electron withdrawing groups like nitro and cyano: Maji, M.; Mallick, D.; Mondal, S.; Anoop, A.; Bag, S. S.; Basak, A.; Jemmis, E. D. Org. Lett., accepted for publication. Manuscript under preparation. In the present work, benzoate was used as the electron withdrawing group as it could be readily hydrolysed to the phenol.
    • A detailed study on the electronic effect on GB cyclization has been carried out using other electron withdrawing groups like nitro and cyano: Maji, M.; Mallick, D.; Mondal, S.; Anoop, A.; Bag, S. S.; Basak, A.; Jemmis, E. D. Org. Lett., accepted for publication. Manuscript under preparation. In the present work, benzoate was used as the electron withdrawing group as it could be readily hydrolysed to the phenol.
  • 46
    • 79751538152 scopus 로고    scopus 로고
    • The selectivity showed by the reaction indicated that the benzoate was hydrolysed after the GB process.
    • The selectivity showed by the reaction indicated that the benzoate was hydrolysed after the GB process.
  • 48
    • 79751534302 scopus 로고    scopus 로고
    • note
    • + 381.1338; found 381.1347.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.