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Volumn 694, Issue 14, 2009, Pages 2171-2178

Stereocontrolled synthesis of tertiary silanes via optically pure 1,3,2-oxazasilolidine derivatives

Author keywords

Amino alcohol; Organosilicon compound; Oxazasilolidine; Silane; Stereocontrolled synthesis

Indexed keywords

ABSOLUTE CONFIGURATION; AMINO ALCOHOL; AMINO ALCOHOLS; CHIRAL HPLC; DIISOBUTYLALUMINUM HYDRIDE; GRIGNARD REAGENT; HETEROCYCLIC COMPOUND; OPTICAL PURITY; ORGANOSILICON COMPOUND; OXAZASILOLIDINE; SILICON ATOMS; STEREOCONTROLLED SYNTHESIS; X-RAY CRYSTALLOGRAPHIC ANALYSIS;

EID: 65649106536     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2009.02.022     Document Type: Article
Times cited : (17)

References (67)
  • 60
    • 65649098308 scopus 로고    scopus 로고
    • The resultant silyl ethers were decomposed on silica gel when the liberated amino group was protected with p-toluenesulfonyl group or was not protected. Attempts to protect the amino group by treatment with triphenylmethyl chloride, trimethyloxonium tetrafluoroborate, or benzyloxycarbonyl chloride resulted in the decomposition of the silyl ethers in the reaction mixture
    • The resultant silyl ethers were decomposed on silica gel when the liberated amino group was protected with p-toluenesulfonyl group or was not protected. Attempts to protect the amino group by treatment with triphenylmethyl chloride, trimethyloxonium tetrafluoroborate, or benzyloxycarbonyl chloride resulted in the decomposition of the silyl ethers in the reaction mixture.
  • 61
    • 65649151684 scopus 로고    scopus 로고
    • Si = ca. 80:20) was used to synthesize silyl ethers 4a-g, which were obtained with d.r. of 72:28-84:16.
    • Si = ca. 80:20) was used to synthesize silyl ethers 4a-g, which were obtained with d.r. of 72:28-84:16.
  • 64
    • 65649143407 scopus 로고    scopus 로고
    • 6 = 1-Np, o-anisyl, or o-tolyl.
    • 6 = 1-Np, o-anisyl, or o-tolyl.
  • 65
    • 0030880598 scopus 로고    scopus 로고
    • Methods in enzymology
    • Carter Jr. C.W., and Sweet R.M. (Eds), Academic Press, New York
    • Sheldrick G.M., and Schneider T.R. Methods in enzymology. In: Carter Jr. C.W., and Sweet R.M. (Eds). Macromolecular Crystallography Part B 276 (1997), Academic Press, New York 319-343
    • (1997) Macromolecular Crystallography Part B , vol.276 , pp. 319-343
    • Sheldrick, G.M.1    Schneider, T.R.2
  • 66
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    • Spartan'04. Wavefunction Inc., Irvine, CA. J. Kong, C.A. White, A.I. Krylov, C.D. Sherrill, R.D. Adamson, T.R. Furlani, M.S. Lee, A.M. Lee, S.R. Gwaltney, T.R. Adams, C. Ochsenfeld, A.T.B. Gilbert, G.S. Kedziora, V.A. Rassolov, D.R. Maurice, N. Nair, Y. Shao, N.A. Besley, P.E. Maslen, J.P. Dombroski, H. Dachsel, W.M. Zhang, P.P. Korambath, J. Baker, E.F.C. Byrd, T. Van Voorhis, M. Oumi, S. Hirata, C.P. Hsu, N. Ishikawa, J. Florian, A. Warshel, B.G. Johnson, P.M.W. Gill, M. Head-Gordon, J.A. Pople, J. Comput. Chem. 21 (2000) 1532-1548.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.