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Volumn 6, Issue 8, 1995, Pages 1895-1898

Synthesis of l-chiro-inositol and (-)-conduritol F from d-sorbitol by a highly stereoselective intramolecular pinacol coupling promoted by samarium diiodide

Author keywords

[No Author keywords available]

Indexed keywords

CONDURITOL F; INOSITOL; UNCLASSIFIED DRUG;

EID: 0029149758     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/0957-4166(95)00246-L     Document Type: Article
Times cited : (36)

References (30)
  • 9
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    • Stereocontrolled Construction of B-Ring of GrayanotoxinsviaSamarium(II) Iodide Promoted Pinacol Coupling Cyclization
    • (1991) Synlett , pp. 391
    • Kan1    Matsuda2    Yanagiya3    Shirahama4
  • 17
    • 84914092673 scopus 로고    scopus 로고
    • All new compounds gave correct microanalytical data.
  • 18
    • 84914092672 scopus 로고    scopus 로고
    • 3) δ (aromatic protons not included) 4.31 (t, J = 6.5 Hz, 1 H), 4.14 (dd, J = 6.4, 2.5 Hz, 1 H), 3.85-3.76 (m, 2 H), 3.56-3.30 (m, 4 H), 1.9 (br s 2 H), 1.44 (s, 3 H), 1.23 (s, 3 H), 1.08 (s, 9 H), 0.98 [[Truncated]]
  • 20
    • 84914092671 scopus 로고    scopus 로고
    • Methanolysis of the benzoate esters with NaOMe/MeOH produced a mixture of products due to partial silyl group migration.
  • 21
    • 84914092670 scopus 로고    scopus 로고
    • 3 (50 mL) was added and the mixture was extracted with EtOAc (3 × 120 mL). [[Truncated]]
  • 25
    • 0010640818 scopus 로고
    • Microbial Oxidation in Synthesis: Concise Preparation of (+)-Conduritol F from Benzene
    • (1990) Synlett , pp. 393
    • Ley1    Redgrave2
  • 26
    • 84987553234 scopus 로고
    • Total Syntheses of (?)-Conduritol B ((?)-1L-Cyclohex-5-ene-1,3/2,4-tetrol) and of (+)-Conduritol F((+)-1D-Cyclohex-5-ene-1,2,4/3-tetrol). Determination of the Absolute Configuration of (+)-Leucanthemito
    • (1990) Helvetica Chimica Acta , vol.73 , pp. 161
    • Le Drian1    Vionnet2    Vogel3
  • 29
    • 0002529237 scopus 로고
    • Lipase-Catalyzed Enantiotoposelective Hydrolysis ofmeso-Compounds Derived from 2- Cyclohexene-1,4-Diol: Synthesis of (-)-Conduritol C, (-)-Conduritol E, (-)-Conduritol F and a Homochiral Derivative of Conduritol A
    • (1992) Synlett , pp. 243
    • Dumortier1    Liu2    Dobblelaere3    Van der Eychen4    Vandevalle5
  • 30
    • 84978229148 scopus 로고
    • The Mitsunobu Reaction of 1,2-O-Benzylideneconduritol E: A New Route to Conduritol F
    • (1995) Synlett , pp. 257
    • Yoshimitsu1    Ogasawara2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.