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Volumn 45, Issue 51, 2004, Pages 9465-9468

Reversal of enantioselectivity on protonation of enol(ate)s derived from 2-methyl-1-tetralone using C 2-symmetric sulfonamides

Author keywords

[No Author keywords available]

Indexed keywords

2 METHYL 1 TETRALONE; LITHIUM DERIVATIVE; LITHIUM ENOLATE; METHYL GROUP; PROTON; SULFONAMIDE; UNCLASSIFIED DRUG;

EID: 8844247874     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.10.087     Document Type: Article
Times cited : (12)

References (52)
  • 21
    • 0000274868 scopus 로고
    • a (phenylsulfonamide in DMSO) = 16. For further information see: F.G. Bordwell, and D. Algrim J. Org. Chem. 41 1976 2507
    • (1976) J. Org. Chem. , vol.41 , pp. 2507
    • Bordwell, F.G.1    Algrim, D.2
  • 42
    • 0342981459 scopus 로고    scopus 로고
    • By HPLC using a Chiralcel OD column, see: J. Muzart, F. Hénin, and S.A. Aboulhoda Tetrahedron: Asymmetry 8 1997 381 for details. For 2-methyltetralone 1 ; solvent hexane/isopropyl alcohol (98:2): flow rate: 0.5 mL/min; retention time (R)-enantiomer 14.4 min, (S)-enantiomer 13.1 min
    • (1997) Tetrahedron: Asymmetry , vol.8 , pp. 381
    • Muzart, J.1    Hénin, F.2    Aboulhoda, S.A.3
  • 46
    • 8844272704 scopus 로고    scopus 로고
    • note
    • This is due to their reduced basicity as a consequence of competitive conjugation of the enol oxygen to the neighbouring CO group


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.