메뉴 건너뛰기




Volumn 47, Issue 27, 2011, Pages 7812-7814

Catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb amides: Striking influence of the borane

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; BORANE DERIVATIVE; UNCLASSIFIED DRUG; WEINREB AMIDE;

EID: 79959774438     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c1cc11746g     Document Type: Article
Times cited : (26)

References (43)
  • 1
    • 0004251949 scopus 로고
    • ed. K. Hafner, J.-M. Lehn, C. W. Rees, P. R. Schleyer, B. M. Trost and R. Zahradník, Springer, Heidelberg
    • D. S. Matteson, in Stereodirected Synthesis with Organoboranes, ed., K. Hafner,,, J.-M. Lehn,,, C. W. Rees,,, P. R. Schleyer,,, B. M. Trost, and, R. Zahradník,, Springer, Heidelberg, 1995, vol. 32
    • (1995) Stereodirected Synthesis with Organoboranes , vol.32
    • Matteson, D.S.1
  • 11
  • 14
    • 70349134353 scopus 로고    scopus 로고
    • For recent examples of enantioselective β-borations of α,β-unsaturated carbonyls, see:
    • J. Y. Wu B. Morequ T. Ritter J. Am. Chem. Soc. 2009 131 12915 12917
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 12915-12917
    • Wu, J.Y.1    Morequ, B.2    Ritter, T.3
  • 17
  • 29
    • 57549095932 scopus 로고    scopus 로고
    • The enantiopurity of (S)-3b was determined by subsequent benzylation and chiral HPLC analysis
    • S. Balasubramaniam I. S. Aidhen Synthesis 2008 3707 3738
    • (2008) Synthesis , pp. 3707-3738
    • Balasubramaniam, S.1    Aidhen, I.S.2
  • 36
  • 37
    • 0000441415 scopus 로고
    • The rate of the uncatalyzed reaction remains slow relative to that of the catalyzed reaction with unhindered boranes such as B5
    • D. A. Evans G. C. Fu A. H. Hoveyda J. Am. Chem. Soc. 1992 114 6671 6679
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 6671-6679
    • Evans, D.A.1    Fu, G.C.2    Hoveyda, A.H.3
  • 41
    • 0001085039 scopus 로고
    • Enantioswitching is also observed as a consequence of subtle changes in the structure of the ligand, see:
    • K. Burgess M. J. Ohlmeyer Chem. Rev. 1991 91 1179 1191
    • (1991) Chem. Rev. , vol.91 , pp. 1179-1191
    • Burgess, K.1    Ohlmeyer, M.J.2
  • 42
    • 77957834351 scopus 로고    scopus 로고
    • 3, we do not see evidence for it contributing significantly to hydroboration. See:
    • S. M. Smith J. M. Takacs Org. Lett. 2010 12 4612 4615
    • (2010) Org. Lett. , vol.12 , pp. 4612-4615
    • Smith, S.M.1    Takacs, J.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.