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Volumn 54, Issue 11, 1998, Pages 2449-2458

Stereoselective reactions. 30. Enantioselective alkylation of the lithium enolates of six-membered cyclic ketones using tetradentate chiral amines in the presence of lithium bromide

Author keywords

[No Author keywords available]

Indexed keywords

1 TETRALONE DERIVATIVE; AMINE; BROMINE DERIVATIVE; CYCLOHEXANONE; KETONE; LITHIUM DERIVATIVE; TOLUENE;

EID: 0032510332     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00009-X     Document Type: Article
Times cited : (36)

References (25)
  • 2
    • 0003905731 scopus 로고
    • Academic Press: New York
    • 2. a) Morrison, J. D. (ed.) Asymmetric Synthesis; Academic Press: New York, Vol. 2 (1983) and Vol. 3 (1984).
    • (1983) Asymmetric Synthesis , vol.2
    • Morrison, J.D.1
  • 3
    • 0010538606 scopus 로고
    • 2. a) Morrison, J. D. (ed.) Asymmetric Synthesis; Academic Press: New York, Vol. 2 (1983) and Vol. 3 (1984).
    • (1984) Asymmetric Synthesis , vol.3
  • 7
    • 0007610960 scopus 로고
    • Trost, B. M.; Fleming, I., Ed.; Pergamon Press: Oxford, Chapter 1.4
    • b) Mekelburger, H. B.; Wilcox, C. S. Comprehensive Organic Synthesis; Vol/ 2, Trost, B. M.; Fleming, I., Ed.; Pergamon Press: Oxford, 1991, Chapter 1.4.
    • (1991) Comprehensive Organic Synthesis , vol.2
    • Mekelburger, H.B.1    Wilcox, C.S.2
  • 8
    • 0002782655 scopus 로고
    • Trost, B. M.; Fleming, I., Ed.; Pergarnon Press: Oxford, Chapter 1.1
    • c) Caine, D. Comprehensive Organic Synthesis; Vol. 3, Trost, B. M.; Fleming, I., Ed.; Pergarnon Press: Oxford, 1991, Chapter 1.1.
    • (1991) Comprehensive Organic Synthesis , vol.3
    • Caine, D.1
  • 17
    • 0010571764 scopus 로고    scopus 로고
    • note
    • 11. By using LiI (1 equiv.) as an additive (run 22), ee of (R)-2a is high (94%), but chemical yield was very low (17%), presumably due to the decomposition of (R)-9a during the reaction.
  • 18
    • 0010538151 scopus 로고    scopus 로고
    • note
    • 12. The effect of tetradentate amines on the rates of alkylation reaction of lithium enolates is under investigation.
  • 25
    • 0010536991 scopus 로고    scopus 로고
    • note
    • 1H-NMR and IR spectra of this sample were identical to those of the sample before distillation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.