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Volumn 127, Issue 24, 2005, Pages 8602-8603

Direct asymmetric Zn-aldol reaction of methyl vinyl ketone and its synthetic applications

Author keywords

[No Author keywords available]

Indexed keywords

KETONE; METHYLVINYL KETONE; UNCLASSIFIED DRUG; ZINC;

EID: 20944436033     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja051526s     Document Type: Article
Times cited : (109)

References (37)
  • 1
    • 0003417469 scopus 로고
    • Trost, B. M., Fleming, I., Heathcock, C. H., Eds.; Pergamon: Oxford, UK
    • (a) Roush, W. R. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Heathcock, C. H., Eds.; Pergamon: Oxford, UK, 1991; Vol. 2.
    • (1991) Comprehensive Organic Synthesis , vol.2
    • Roush, W.R.1
  • 2
    • 0001702357 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Heidelberg
    • (b) Carreira, E. M. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Heidelberg, 1999; Vol. 3, p 998.
    • (1999) Comprehensive Asymmetric Catalysis , vol.3 , pp. 998
    • Carreira, E.M.1
  • 6
    • 10844295763 scopus 로고    scopus 로고
    • Drauz, K, Waldmann, H., Eds.; Wiley-VCH: New York
    • For biological catalysts, see (a) Wong, C.-H. Enzyme Catalysis in Organic Synthesis, 2nd ed. Drauz, K., Waldmann, H., Eds.; Wiley-VCH: New York, 2002; Vol. 2, p 931.
    • (2002) Enzyme Catalysis in Organic Synthesis, 2nd Ed. , vol.2 , pp. 931
    • Wong, C.-H.1
  • 27
    • 0034692381 scopus 로고    scopus 로고
    • One account was described on Mukaiyama-type aldol reaction of MVK where instability was noted for the adduct derived from benzaldehyde and MVK: Denmark, S. E.; Stavenger, R. A. J. Am. Chem. Soc. 2000, 122, 8837.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 8837
    • Denmark, S.E.1    Stavenger, R.A.2
  • 28
    • 0031002033 scopus 로고    scopus 로고
    • However, for a successful reaction using lanthanides, see: Hong, B. C.; Chin, S.-F. Synth. Commmun 1997, 27, 1191.
    • (1997) Synth. Commmun. , vol.27 , pp. 1191
    • Hong, B.C.1    Chin, S.-F.2
  • 29
    • 13444311672 scopus 로고    scopus 로고
    • Antibody-catalyzed retro-aldol reaction (kinetic resolution) of racemic β-hydroxy ketone has recently been published. However, no enantioselectivity was observed for β-hydroxy ketone derived from MVK: Baker-Glenn, C.; Hodnett, N.; Reiter, M.; Ropp, S.; Ancliff, R.; Gouverneur, V. J. Am. Chem. Soc. 2005, 127, 1481.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 1481
    • Baker-Glenn, C.1    Hodnett, N.2    Reiter, M.3    Ropp, S.4    Ancliff, R.5    Gouverneur, V.6
  • 30
    • 20944449470 scopus 로고    scopus 로고
    • note
    • See Supporting Information for details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.