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Volumn 7, Issue 5, 2005, Pages 759-762

Novel lactonization of ethenetricarboxylate derivatives: Intermolecular trapping of alkenes

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; GAMMA LACTONE DERIVATIVE; ISOBUTYLENE; LACTONE DERIVATIVE; LEWIS ACID; TRICARBOXYLIC ACID;

EID: 15044358044     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047693z     Document Type: Article
Times cited : (30)

References (19)
  • 7
    • 15044343595 scopus 로고    scopus 로고
    • note
    • 3 at -40°C for 3 h also gave hydrated product 17 in 42% yield. (Chemical Equation Presented)
  • 8
    • 15044353291 scopus 로고    scopus 로고
    • note
    • 1HNMR of the product mixture.
  • 9
    • 15044353018 scopus 로고    scopus 로고
    • note
    • 1H NMR of the fractions. The diastereomer ratios of 2d and 2e were not precisely determined.
  • 11
    • 15044345368 scopus 로고    scopus 로고
    • note
    • 4), and evaporated in vacuo. The residue was purified by column chromatography over silica gel eluting with hexane-ether (1:1) to give 12a (417 mg, 92%).
  • 12
    • 15044353575 scopus 로고    scopus 로고
    • note
    • Reaction of 5 and 9b at room temperature or at -40°C for 3 h gave a complex mixture containing 10b and possibly compounds arising from rearranged alkenes.
  • 16
    • 0000799540 scopus 로고
    • For examples, (a) Johnson, C. R.; Elliot, R. C.; Meanwell, N. A. Tetrahedron Lett. 1982, 23, 5005. (b) Jackson, R. F. W.; Raphael, R. A. Tetrahedron Lett. 1983, 24, 2117. (c) Sakurai, K.; Takahashi, K.; Yoshida, T. Agric. Biol. Chem. 1983, 47, 1249. (d) Kaiser, R. Helv. Chim. Acta 1984, 67, 1198.
    • (1982) Tetrahedron Lett. , vol.23 , pp. 5005
    • Johnson, C.R.1    Elliot, R.C.2    Meanwell, N.A.3
  • 17
    • 0020615241 scopus 로고
    • For examples, (a) Johnson, C. R.; Elliot, R. C.; Meanwell, N. A. Tetrahedron Lett. 1982, 23, 5005. (b) Jackson, R. F. W.; Raphael, R. A. Tetrahedron Lett. 1983, 24, 2117. (c) Sakurai, K.; Takahashi, K.; Yoshida, T. Agric. Biol. Chem. 1983, 47, 1249. (d) Kaiser, R. Helv. Chim. Acta 1984, 67, 1198.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 2117
    • Jackson, R.F.W.1    Raphael, R.A.2
  • 18
    • 1542410143 scopus 로고
    • For examples, (a) Johnson, C. R.; Elliot, R. C.; Meanwell, N. A. Tetrahedron Lett. 1982, 23, 5005. (b) Jackson, R. F. W.; Raphael, R. A. Tetrahedron Lett. 1983, 24, 2117. (c) Sakurai, K.; Takahashi, K.; Yoshida, T. Agric. Biol. Chem. 1983, 47, 1249. (d) Kaiser, R. Helv. Chim. Acta 1984, 67, 1198.
    • (1983) Agric. Biol. Chem. , vol.47 , pp. 1249
    • Sakurai, K.1    Takahashi, K.2    Yoshida, T.3
  • 19
    • 6844256515 scopus 로고
    • For examples, (a) Johnson, C. R.; Elliot, R. C.; Meanwell, N. A. Tetrahedron Lett. 1982, 23, 5005. (b) Jackson, R. F. W.; Raphael, R. A. Tetrahedron Lett. 1983, 24, 2117. (c) Sakurai, K.; Takahashi, K.; Yoshida, T. Agric. Biol. Chem. 1983, 47, 1249. (d) Kaiser, R. Helv. Chim. Acta 1984, 67, 1198.
    • (1984) Helv. Chim. Acta , vol.67 , pp. 1198
    • Kaiser, R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.