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Volumn 75, Issue 21, 2010, Pages 7347-7357

Stereoselective synthesis of 2,4,5-trisubstituted piperidines via radical cyclization

Author keywords

[No Author keywords available]

Indexed keywords

DIASTEREOISOMERS; DIASTEREOMERIC RATIOS; EXO-CYCLIZATION; RADICAL CYCLIZATIONS; STABILIZING GROUPS; STEREOSELECTIVE SYNTHESIS; TRIBUTYLTIN HYDRIDE; UNSATURATED ESTERS; VINYL SUBSTITUENTS;

EID: 78049492084     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo101631y     Document Type: Article
Times cited : (13)

References (72)
  • 1
    • 77957051048 scopus 로고
    • In;, Ed.; Academic Press: London,; Vol.
    • Findlay, J. A. In The Alkaloids; Brossi, A., Ed.; Academic Press: London, 1985; Vol. 26, pp 89 - 18d3.
    • (1985) The Alkaloids , vol.26
    • Findlay, J.A.1    Brossi, A.2
  • 38
    • 0030805615 scopus 로고    scopus 로고
    • For examples of formation of piperidines within polycyclic natural products by radical ring closure, see
    • For examples of formation of piperidines within polycyclic natural products by radical ring closure, see: Takayama, H.; Watanabe, F.; Kitajima, M.; Aimi, N. Tetrahedron Lett. 1997, 38, 5307-5310
    • (1997) Tetrahedron Lett. , vol.38 , pp. 5307-5310
    • Takayama, H.1    Watanabe, F.2    Kitajima, M.3    Aimi, N.4
  • 46
    • 17844373775 scopus 로고    scopus 로고
    • Zard has reported radical Smiles-type rearrangements to assemble cyclization precursors for piperidine synthesis
    • Zard has reported radical Smiles-type rearrangements to assemble cyclization precursors for piperidine synthesis: Gheorghe, A.; Quiclet-Sire, B.; Vila, X.; Zard, S. Z. Org. Lett. 2005, 7, 1653-1656
    • (2005) Org. Lett. , vol.7 , pp. 1653-1656
    • Gheorghe, A.1    Quiclet-Sire, B.2    Vila, X.3    Zard, S.Z.4
  • 48
    • 33845470921 scopus 로고
    • For examples of the phenomenon in N -acyl, N -sulfonyl, and related piperidines, see
    • For examples of the phenomenon in N -acyl, N -sulfonyl, and related piperidines, see: Beak, P.; Zajdel, W. J. J. Am. Chem. Soc. 1984, 106, 1010-1018
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 1010-1018
    • Beak, P.1    Zajdel, W.J.2
  • 61
    • 78049520882 scopus 로고    scopus 로고
    • The equatorial proton at position 2 experiences significant deshielding by the tosyl group compared with an axial proton at the same site, resulting in the equatorial proton coming into resonance up to 1 ppm downfield of the axial proton. For other examples see ref 11
    • The equatorial proton at position 2 experiences significant deshielding by the tosyl group compared with an axial proton at the same site, resulting in the equatorial proton coming into resonance up to 1 ppm downfield of the axial proton. For other examples see ref 11.
  • 66


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.