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Volumn 33, Issue 41, 1992, Pages 6069-6072

Highly stereoselective couplings of carbohydrate lactones with terpene ketones promoted by SmI2

Author keywords

(+) dihydrocarvone; ( ) menthone; carbohydrate lactone; ketyl; SmI2

Indexed keywords

CARBOHYDRATE DERIVATIVE;

EID: 0026761691     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)60008-4     Document Type: Article
Times cited : (21)

References (41)
  • 28
    • 33947482643 scopus 로고
    • All of the precursor 3-deoxylactone sugars were prepared in 2–3 high-yielding steps from commercially available lactone carbohydrates see:
    • (1965) J. Am. Chem. Soc. , vol.87 , pp. 5475
    • Kohn1    Samaritano2    Lemer3
  • 30
    • 84919180163 scopus 로고    scopus 로고
    • 3 (aq. sat.) and ethyl acetate (15 mL) were added and stirring continued for 0.5 h to extract the product. After suction filtration through celite and evaporation of the solvents, the product was isolated by flash column chromatography.
  • 37
    • 0010530025 scopus 로고
    • New Sequential Carbon-Carbon Bond Forming Reactions. A Samarium(II) Iodide Mediated Vinylogous Barbier Reaction Followed by an Aldol Reaction
    • (1991) Synlett , pp. 317
    • Curran1    Wolin2
  • 39
    • 84919180162 scopus 로고    scopus 로고
    • To simplify the difference NOE NMR spectrum and to remove adjacent resonances for irradiation work, two of the lactone sugars, 4 and 12 were condensed with cyclohexanone to determine the facial selectivity for each reaction.
  • 41
    • 0001836359 scopus 로고
    • The addition of organometallic reagents to the (−)-menthone carbonyl occurs trarns to the isopropyl group:, and references therein
    • (1979) Tetrahedron Lett. , pp. 4713
    • Johnson1    Stark2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.