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Volumn 37, Issue 22, 1996, Pages 3841-3844

Desulfurization of sultones with simultaneous methylenation

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; SULTONE;

EID: 0029994004     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00728-9     Document Type: Article
Times cited : (19)

References (26)
  • 5
    • 0030060856 scopus 로고    scopus 로고
    • A related intermediate featuring a carbanionic center in the endocyclic β-position to sulfur is probably formed in the final step of our synthesis of methyl nonactate, see: Metz, P.; Meiners, U.; Cramer, E.; Fröhlich, R.; Wibbeling, B. Chem. Commun. 1996, 431-432.
    • (1996) Chem. Commun. , pp. 431-432
    • Metz, P.1    Meiners, U.2    Cramer, E.3    Fröhlich, R.4    Wibbeling, B.5
  • 8
    • 85030204323 scopus 로고    scopus 로고
    • note
    • 20 = -120 (c = 1.14 in THF).
  • 10
    • 85030207977 scopus 로고    scopus 로고
    • note
    • Sultone 2b was completely recovered after lithiation and subsequent treatment with 10 equiv. of (chloromethyl)trimethylsilane (THF, -78 °C to 20 °C). In the presence of triethylamine (10 equiv.), the chloride effected partial conversion to 7b.
  • 13
    • 85030198228 scopus 로고    scopus 로고
    • note
    • 1H coupling constants and NOE difference data (cf. ref. 2a).
  • 15
    • 85030207154 scopus 로고    scopus 로고
    • note
    • All 4 diastereomers of 8 resulting from the variable relative configuration at the acetal carbon and the carbon a to sulfur were present in equal amounts.
  • 17
    • 33748657657 scopus 로고
    • Metz, P.; Stölting, J.; Läge, M.; Krebs, B. Angew. Chem. 1994, 106, 2275-2276; Angew. Chem. Int. Ed. Engl. 1994, 33, 2195-2197.
    • (1994) Angew. Chem. Int. Ed. Engl. , vol.33 , pp. 2195-2197
  • 23
    • 0003268745 scopus 로고
    • Trost, B. M.; Hutchinson, C. R. Eds.; Pergamon Press: Oxford
    • (b) Schlessinger, R. H. In Organic Synthesis Today and Tomorrow; Trost, B. M.; Hutchinson, C. R. Eds.; Pergamon Press: Oxford, 1981; pp. 251-258.
    • (1981) Organic Synthesis Today and Tomorrow , pp. 251-258
    • Schlessinger, R.H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.