메뉴 건너뛰기




Volumn 129, Issue 47, 2007, Pages 14632-14639

Asymmetric sulfur ylide reactions with boranes: Scope and limitations, mechanism and understanding

Author keywords

[No Author keywords available]

Indexed keywords

BORANES; HOMOLOGATION PRODUCTS;

EID: 36749053391     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja074110i     Document Type: Article
Times cited : (57)

References (65)
  • 6
    • 33646585378 scopus 로고    scopus 로고
    • Kaufmann, D. E, Matteson, D. S, Eds, Georg Thieme Verlag: Stuttgart
    • (f) Bubnov, Y. In Science of Synthesis; Kaufmann, D. E., Matteson, D. S., Eds.; Georg Thieme Verlag: Stuttgart, 2004; Vol. 6, pp 945-1072.
    • (2004) Science of Synthesis , vol.6 , pp. 945-1072
    • Bubnov, Y.1
  • 17
    • 33845185331 scopus 로고
    • For a review see: c
    • For a review see: (c) Matteson, D. S. Chem. Rev. 1989, 89, 1535.
    • (1989) Chem. Rev , vol.89 , pp. 1535
    • Matteson, D.S.1
  • 28
    • 33644783530 scopus 로고    scopus 로고
    • In a very elegant study, Blakemore has described the use of α-chloro-organolithiums to effect the same type of reaction with boronic esters: Blakemore, P. R, Marsden, S. P, Vater, H. D. Org. Lett. 2006, 8, 773
    • In a very elegant study, Blakemore has described the use of α-chloro-organolithiums to effect the same type of reaction with boronic esters: Blakemore, P. R.; Marsden, S. P.; Vater, H. D. Org. Lett. 2006, 8, 773.
  • 43
    • 36749022187 scopus 로고    scopus 로고
    • For a discussion on the use of borinic and boronic esters in this type of homologation, see the Supporting Information
    • For a discussion on the use of borinic and boronic esters in this type of homologation, see the Supporting Information.
  • 49
    • 4043105034 scopus 로고    scopus 로고
    • 2 symmetric chiral thiolanes: Silva, M. A.; Bellenie, B. R.; Goodman, J. M. Org. Lett. 2004, 7, 2559.
    • 2 symmetric chiral thiolanes: Silva, M. A.; Bellenie, B. R.; Goodman, J. M. Org. Lett. 2004, 7, 2559.
  • 53
    • 33644499757 scopus 로고    scopus 로고
    • For a brief discussion of the factors involved in migration of borate complexes see
    • For a brief discussion of the factors involved in migration of borate complexes see: Aggarwal, V. K.; Fang, G. Y.; Ginesta, X.; Howells, D. M.; Zaja, M. Pure Applied Chem. 2006, 78, 215.
    • (2006) Pure Applied Chem , vol.78 , pp. 215
    • Aggarwal, V.K.1    Fang, G.Y.2    Ginesta, X.3    Howells, D.M.4    Zaja, M.5
  • 63
    • 26444556614 scopus 로고    scopus 로고
    • Schrödinger, LLC, Portland, OR
    • Jaguar 6.0; Schrödinger, LLC.: Portland, OR, 2005.
    • (2005) Jaguar 6.0
  • 64
    • 36749048670 scopus 로고    scopus 로고
    • Frisch, M. J.; et al. Gaussian 03, revision B.04; Gaussian, Inc.: Pittsburgh, PA, 2003.
    • Frisch, M. J.; et al. Gaussian 03, revision B.04; Gaussian, Inc.: Pittsburgh, PA, 2003.
  • 65
    • 36749026250 scopus 로고    scopus 로고
    • Given that 18a and 18b already lie much higher in energy than other relevant transition states
    • Conversion of 14a to 14b or 14c also requires rotation of the isopropyl group around the B-C bond
    • Conversion of 14a to 14b or 14c also requires rotation of the isopropyl group around the B-C bond. Given that 18a and 18b already lie much higher in energy than other relevant transition states, TSs for these isopropyl rotations were not located.
    • TSs for these isopropyl rotations were not located


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.