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Volumn 48, Issue 48, 2007, Pages 8511-8513

A straightforward route to spiroketals

Author keywords

Cyclization; Spirodioxanes; Spiroketals; Substitution

Indexed keywords

1,4,7 TRIOXASPIRO[5.5]UNDECANE DERIVATIVE; 1,4,7,10 TETRAOXASPIRO[5.5]UNDECANE DERIVATIVE; 1,7 DIOXASPIRO[5.5]UNDECANE DERIVATIVE; 3 CHLORO 2(CHLOROMETHYL)PROP 1 ENE; ALDEHYDE DERIVATIVE; ALKANE DERIVATIVE; ALKENE DERIVATIVE; KETONE; SPIROKETAL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 35548977498     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.09.151     Document Type: Article
Times cited : (8)

References (30)
  • 6
    • 0003536850 scopus 로고
    • For a review of the different spiroketal configurations found in nature, see Ref. 1b. For a more detailed discussion of the anomeric effect see:. Baldwin J.E. (Ed), Pergamon Press, Oxford
    • For a review of the different spiroketal configurations found in nature, see Ref. 1b. For a more detailed discussion of the anomeric effect see:. Deslongchamps P. In: Baldwin J.E. (Ed). Organic Chemistry Series. Stereoelectronic Effects in Organic Chemistry Vol. 1 (1983), Pergamon Press, Oxford 5-20
    • (1983) Stereoelectronic Effects in Organic Chemistry , vol.1 , pp. 5-20
    • Deslongchamps, P.1
  • 13
    • 35548940484 scopus 로고    scopus 로고
    • note
    • Compounds 1a,b were compared with authentic samples available in our laboratory. For spectral data see Refs. 4 and 5.
  • 23
    • 30544447837 scopus 로고    scopus 로고
    • For a work in spiroketal area using a similar approach see:
    • For a work in spiroketal area using a similar approach see:. Meléndez J., Alonso F., and Yus M. Tetrahedron Lett. 47 (2006) 1187-1191
    • (2006) Tetrahedron Lett. , vol.47 , pp. 1187-1191
    • Meléndez, J.1    Alonso, F.2    Yus, M.3
  • 25
    • 35549005117 scopus 로고    scopus 로고
    • note
    • Compound 4a was classically prepared, in a 83% yield, from commercially available 1,2-O-isopropylidene-1,2,4-butanetriol, by the action of carbon tetrabromide in the presence of triethylamine and triphenyphosphine in dichloromethane.
  • 29
    • 35549002376 scopus 로고    scopus 로고
    • note
    • 4, filtered and concentrated under reduced pressure. Further purification by flash chromatography (cyclohexane/EtOAc 95:1-4:1) gave 5c (121.0 mg, 0.38 mmol, 30%) as a colourless oil.
  • 30
    • 35548993825 scopus 로고    scopus 로고
    • note
    • 3).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.