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Volumn 37, Issue 32, 1996, Pages 5817-5820

One-pot SmI2-promoted transformation of carbohydrate derivatives into cyclopentanols

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOALKANOL DERIVATIVE; CYCLOPENTANE DERIVATIVE;

EID: 0030570848     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01234-8     Document Type: Article
Times cited : (41)

References (13)
  • 2
    • 0000579244 scopus 로고
    • 2. Enholm, E.J.; Trivellas, A. J. Am. Chem. Soc. 1989, 111, 6463. Enholm, E.J.; Satici, H.; Trivellas, A. J. Org. Chem. 1989, 54, 5891.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 6463
    • Enholm, E.J.1    Trivellas, A.2
  • 5
    • 0000698698 scopus 로고
    • 4. Bernet, B.; Vasella, A. Helv. Chim. Acta 1979, 62, 1990. Ferrier, R.J.; Prasit, P. J. Chem. Soc., Chem. Commun. 1981, 983.
    • (1979) Helv. Chim. Acta , vol.62 , pp. 1990
    • Bernet, B.1    Vasella, A.2
  • 8
    • 85030199869 scopus 로고    scopus 로고
    • note
    • 2 in THF (10.5 ml of a 0.1M solution) and HMPA (1.0 ml) was heated to reflux. Iodoglycoside (5) (0.21 mmol) in THF (10.0 ml) was added to this solution in a dropwise fashion during 10 min. The mixture was allowed to stir at that temperature for 2 h, after which it was allowed to cool to ambient temperature, and was diluted with 1:1 hexane/EtOAc (10.0 ml). Extraction (3×10 ml of a 5% aqueous citric acid, vacuum concentration and flash chromatography (5:1 hexane/ EtOAc) provided the pure cyclopentanol (7).
  • 9
    • 85030210759 scopus 로고    scopus 로고
    • note
    • 5: 300.1937.
  • 10
  • 11
    • 0000055876 scopus 로고
    • 8. Molander, G.A.; McKie, J.A. J. Org. Chem. 1995, 60, 872. Molander, G.A.; Kenny, C. J. Org. Chem. 1991, 56, 1439.
    • (1991) J. Org. Chem. , vol.56 , pp. 1439
    • Molander, G.A.1    Kenny, C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.