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Volumn 69, Issue 16, 2004, Pages 5383-5389

Stereoselective synthesis of optically active disilanes and selective functionalization by the cleavage of silicon-naphthyl bonds with bromine

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; SILICON; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 3543024475     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo049398y     Document Type: Article
Times cited : (11)

References (75)
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    • Apeloig, Y., Rappoport, Z., Eds.; John Wiley & Sons: Chichester, Chapter 14
    • (d) Belzner, J.; Dehnert, U. In The Chemistry of Organic Silicon Compounds; Apeloig, Y., Rappoport, Z., Eds.; John Wiley & Sons: Chichester, 1998; Vol. 2, Chapter 14, p 779.
    • (1998) The Chemistry of Organic Silicon Compounds , vol.2 , pp. 779
    • Belzner, J.1    Dehnert, U.2
  • 41
    • 0000796433 scopus 로고
    • Dynamic stereochemistry at silicon
    • Patai, S., Rappoport, Z., Eds., Wiley: Chichester, U.K., Chapter 4
    • For the excellent reviews on reaction mechanism of the nucleophilic substitution reaction at silicon, see: (a) Corriu, R. J. P.; Guerin, C.; Moreau, J. J. E. Dynamic Stereochemistry at Silicon. In The Chemistry of Organic Silicon Compounds; Patai, S., Rappoport, Z., Eds., Wiley: Chichester, U.K., 1989; Vol. 1, Chapter 4, p 305.
    • (1989) The Chemistry of Organic Silicon Compounds , vol.1 , pp. 305
    • Corriu, R.J.P.1    Guerin, C.2    Moreau, J.J.E.3
  • 64
    • 3543019403 scopus 로고    scopus 로고
    • note
    • 14a The fact indicated the inversion stereochemistry of fluorosilane (R)-7 with stanyllithium in THF.
  • 65
    • 3542994166 scopus 로고    scopus 로고
    • note
    • 13 stereochemistry of the reaction of (R)-7 with the stanyllithium was not affected by these factors and proceeded with 85% inversion of configuration.
  • 66
    • 3543024841 scopus 로고    scopus 로고
    • note
    • 1H NMR and HPLC based on the inversion and retention stereochemistry of the chiral silicon centers of attacked fluorosilane and attacking silyllithium at -78 °C, respectively. Stereoselectivity in this reaction was low, probably because the stereoisomer 9 was produced by the reaction between remaining optically active silylstannane and produced (R)-8.
  • 74
    • 23044493736 scopus 로고    scopus 로고
    • Crystal Structure Analysis Package; Rigaku and Rigaku/MSC, 9009 New Trails Dr., The Woodlands, TX 77381
    • CrystalStructure 3.6.0, Crystal Structure Analysis Package; Rigaku and Rigaku/MSC (2000-2004), 9009 New Trails Dr., The Woodlands, TX 77381.
    • (2000) CrystalStructure 3.6.0
  • 75
    • 3543036122 scopus 로고    scopus 로고
    • Watkin, D. J., Prout, C. K. Carruthers, J. R., Betteridge, P. W.; Chemical Crystallography Laboratory: Oxford, U.K.
    • CRYSTALS, Issue 10; Watkin, D. J., Prout, C. K. Carruthers, J. R., Betteridge, P. W.; Chemical Crystallography Laboratory: Oxford, U.K., 1996.
    • (1996) CRYSTALS , Issue.10


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.