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Volumn 130, Issue 29, 2008, Pages 9228-9229

Enantioselective Claisen rearrangements with a hydrogen-bond donor catalyst

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL ALCOHOL; ALUMINUM DERIVATIVE; BORON DERIVATIVE; COPPER COMPLEX; DICHLOROMETHANE; ESTER; ETHER DERIVATIVE; GUANIDINE DERIVATIVE; HYDROGEN; LEWIS ACID; MAGNESIUM DERIVATIVE; METAL COMPLEX; OXAZOLINE DERIVATIVE; PHENOL DERIVATIVE; THIOUREA DERIVATIVE; UREA DERIVATIVE; VINYL DERIVATIVE;

EID: 47849090006     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja803370x     Document Type: Article
Times cited : (207)

References (31)
  • 4
    • 0001423835 scopus 로고    scopus 로고
    • For a review:a
    • For a review:(a) Gajewski, J. J. Acc. Chem. Res. 1997, 30, 219-225.
    • (1997) Acc. Chem. Res , vol.30 , pp. 219-225
    • Gajewski, J.J.1
  • 19
    • 47849085543 scopus 로고    scopus 로고
    • Of the salts evaluated, only guanidinium ions associated to the non-coordinating BArF counterion were found to be effective. See Supporting Information
    • Of the salts evaluated, only guanidinium ions associated to the non-coordinating BArF counterion were found to be effective. See Supporting Information.
  • 23
    • 33644922031 scopus 로고    scopus 로고
    • For examples of asymmetric catalysis using chiral guanidines, see:(a) Ishikawa, T, Kumamoto, T. Synthesis 2006, 5, 737-753
    • For examples of asymmetric catalysis using chiral guanidines, see:(a) Ishikawa, T.; Kumamoto, T. Synthesis 2006, 5, 737-753.
  • 28
    • 47849109236 scopus 로고    scopus 로고
    • All of the substrates for the asymmetric Claisen rearrangement were synthesized from the corresponding α-ketoacids with complete selectivity for the Z-enol ether by a simple two-step procedure involving O-alkylation and methyl ester formation
    • All of the substrates for the asymmetric Claisen rearrangement were synthesized from the corresponding α-ketoacids with complete selectivity for the Z-enol ether by a simple two-step procedure involving O-alkylation and methyl ester formation.
  • 29
    • 0004133516 scopus 로고    scopus 로고
    • DFT calculations were performed using Gaussian 98:, Gaussian, Inc, Pittsburgh, PA
    • DFT calculations were performed using Gaussian 98: Frisch, M. J.; et.al. Gaussian 98, Gaussian, Inc.: Pittsburgh, PA, 2002.
    • (2002) Gaussian 98
    • Frisch, M.J.1
  • 30
    • 6444232702 scopus 로고    scopus 로고
    • a of 14.1 for 2 in DMSO was measured according to the procedure of Bordwell: Matthews, W. S.; Bares, J. E.; Bartmess, J. E.; Bordwell, F. G.; Cornforth, F. J.; Drucker, G. E; Margolin, Z.; McCallum, R. J.; McCollum, G. J; Varnier, N. R. J. Am. Chem. Soc. 1975, 97, 7006-7014.
    • a of 14.1 for 2 in DMSO was measured according to the procedure of Bordwell: Matthews, W. S.; Bares, J. E.; Bartmess, J. E.; Bordwell, F. G.; Cornforth, F. J.; Drucker, G. E; Margolin, Z.; McCallum, R. J.; McCollum, G. J; Varnier, N. R. J. Am. Chem. Soc. 1975, 97, 7006-7014.
  • 31
    • 0001258168 scopus 로고    scopus 로고
    • a of 13.5 for N,N′-diphenylthiourea in DMSO: Bordwell, F. G.; Algrim, D. J.; Harrelson, J. A., Jr. J. Am. Chem. Soc. 1988, 110, 5903-5904.
    • a of 13.5 for N,N′-diphenylthiourea in DMSO: Bordwell, F. G.; Algrim, D. J.; Harrelson, J. A., Jr. J. Am. Chem. Soc. 1988, 110, 5903-5904.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.