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Volumn 5, Issue 7, 2003, Pages 1119-1122

Intramolecular syn and anti hydrosilylation and silicon-assisted cross-coupling: Highly regio- and stereoselective synthesis of trisubstituted allylic alcohols

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ORGANOSILICON DERIVATIVE; PLATINUM; RUTHENIUM; SILICON;

EID: 0042730199     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0342002     Document Type: Article
Times cited : (63)

References (32)
  • 4
    • 0141775484 scopus 로고    scopus 로고
    • Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany; Chapter 10
    • (a) Hiyama, T. In Metal-Catalyzed Cross-Coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; Chapter 10.
    • (1998) Metal-Catalyzed Cross-Coupling Reactions
    • Hiyama, T.1
  • 14
    • 0001539570 scopus 로고    scopus 로고
    • Rappoport, Z., Apeloig, Y., Eds.; Wiley: Chichester, UK
    • For an excellent review of hydrosilylation, see: Ojima, I.; Li, Z.; Zhu, J. In The Chemistry of Organic Silicon Compounds; Rappoport, Z., Apeloig, Y., Eds.; Wiley: Chichester, UK, 1998; Vol. 2, Part 2, pp 1687-1792.
    • (1998) The Chemistry of Organic Silicon Compounds , vol.2 , Issue.2 PART , pp. 1687-1792
    • Ojima, I.1    Li, Z.2    Zhu, J.3
  • 18
    • 0034245862 scopus 로고    scopus 로고
    • Use of disilanes as a one-atom tether was considered but then discarded in view of the incompatibility of the Si-Si bond with most hydrosilylation catalysts. Suginome, M.; Ito, Y. Chem. Rev. 2000, 100, 3221.
    • (2000) Chem. Rev. , vol.100 , pp. 3221
    • Suginome, M.1    Ito, Y.2
  • 21
    • 0001324442 scopus 로고
    • Stryker's catalyst was prepared (according to: Brestensky, D. M.; Huseland, D. E.; McGettigan, C.; Stryker, J. M. Tetrahedron Lett. 1988, 29, 3749) and stored in a drybox. Commercial sources of Styker's catalyst are significantly contaminated; see: Lipshutz, B. H.; Chrisman, W.; Noson, K.; Papa, P.; Sclafani, J. A.; Vivian, R. W.; Keith, J. M. Tetrahedron 2000, 56, 2779.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 3749
    • Brestensky, D.M.1    Huseland, D.E.2    McGettigan, C.3    Stryker, J.M.4
  • 22
    • 0034724742 scopus 로고    scopus 로고
    • Stryker's catalyst was prepared (according to: Brestensky, D. M.; Huseland, D. E.; McGettigan, C.; Stryker, J. M. Tetrahedron Lett. 1988, 29, 3749) and stored in a drybox. Commercial sources of Styker's catalyst are significantly contaminated; see: Lipshutz, B. H.; Chrisman, W.; Noson, K.; Papa, P.; Sclafani, J. A.; Vivian, R. W.; Keith, J. M. Tetrahedron 2000, 56, 2779.
    • (2000) Tetrahedron , vol.56 , pp. 2779
    • Lipshutz, B.H.1    Chrisman, W.2    Noson, K.3    Papa, P.4    Sclafani, J.A.5    Vivian, R.W.6    Keith, J.M.7
  • 23
    • 0141663594 scopus 로고    scopus 로고
    • note
    • Diisopropyldimethyldisiloxane was prepared from commercially available diisopropylchlorosilane by hydroylsis to the silanol followed by coupling with dimethylchlorosilane in 50% overall yield.
  • 24
    • 0141663595 scopus 로고    scopus 로고
    • note
    • Platium(0)-1,3-divinyl-1,1,3,3,-tetramethyldisiloxane complex.
  • 26
    • 0141552169 scopus 로고    scopus 로고
    • note
    • Tetramethyldisiloxane is an inexpensive, commercially available material and can be reused. In fact, for most preparations of 1c, recovered tetramethyldisiloxane was used.
  • 27
    • 0141552170 scopus 로고    scopus 로고
    • note
    • These silicon impurities were found to have adverse effects on the ruthenium-catalyzed hydrosilation reaction.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.