메뉴 건너뛰기




Volumn 9, Issue 4, 2007, Pages 583-586

Selective monocyclization of epoxy terpenoids promoted by zeolite NaY. A short biomimetic synthesis of elegansidiol and farnesiferols B-D

Author keywords

[No Author keywords available]

Indexed keywords


EID: 33847777514     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062798i     Document Type: Article
Times cited : (28)

References (39)
  • 21
    • 33847776444 scopus 로고    scopus 로고
    • Zeolite NaY was dried and activated as described in ref 12.
    • Zeolite NaY was dried and activated as described in ref 12.
  • 22
    • 33847782840 scopus 로고    scopus 로고
    • Typical cyclization procedure: 9,10-Epoxygeranylacetone (3b, 200 mg, 0.95 mmol) was adsorbed onto dry zeolite NaY (1 g) that had been previously suspended in hexane (15 mL). The resultant slurry was heated to 70°C for 1 h and then filtered. The solid residue was washed with methanol (2 × 10 mL) for 30 min each time. The combined extracts were evaporated under reduced pressure to afford 184 mg of a mixture containing 4b, 5b, and 6b (see Table 1).
    • Typical cyclization procedure: 9,10-Epoxygeranylacetone (3b, 200 mg, 0.95 mmol) was adsorbed onto dry zeolite NaY (1 g) that had been previously suspended in hexane (15 mL). The resultant slurry was heated to 70°C for 1 h and then filtered. The solid residue was washed with methanol (2 × 10 mL) for 30 min each time. The combined extracts were evaporated under reduced pressure to afford 184 mg of a mixture containing 4b, 5b, and 6b (see Table 1).
  • 28
    • 0020375793 scopus 로고    scopus 로고
    • 3-catalyzed cyclization of 14 gives a complex reaction mixture, with a very low yield of bicyclic hydroxy acetates, without any monocyclization products such as 15 or 16 being formed: van Tamelen, E. E.; Storni, A.; Hessler E. J.; Schwartz, M. A. Bioorg. Chem. 1982, 11, 133-170.
    • 3-catalyzed cyclization of 14 gives a complex reaction mixture, with a very low yield of bicyclic hydroxy acetates, without any monocyclization products such as 15 or 16 being formed: van Tamelen, E. E.; Storni, A.; Hessler E. J.; Schwartz, M. A. Bioorg. Chem. 1982, 11, 133-170.
  • 33


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.