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Volumn 1, Issue 11, 2003, Pages 1830-1832

A pincer auxiliary to force difficult lactamisations

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACIDS; CHEMICAL BONDS; CHEMICAL REACTIONS; CONFORMATIONS;

EID: 17044442668     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b303836j     Document Type: Article
Times cited : (27)

References (25)
  • 22
    • 0038805253 scopus 로고    scopus 로고
    • note
    • The synthesis of the novel auxiliary 6 was easily accomplished in one step from commercially available 2.3-dihydroxybenzaldehyde (see electronic supplementary material).
  • 23
    • 0035900319 scopus 로고    scopus 로고
    • note
    • The shielding effect of ortho-alkoxy groups for aminolysis reactions of aryl esters has been described before. After removal of the tert-butyl group, the reactivity of the phenolic ester is enhanced due to the formation of a hydrogen bond between the ortho-phenolic OH and the ester carbonyl group. See: (a) G. T. Bourne, S. W. Golding, R. P. McGeary, W. D. F. Meutermans, A. Jones, G. R. Marshall, P. F. Alewood and M. L. Smythe, J. Org. Chem., 2001, 66, 7706-7713
    • (2001) J. Org. Chem. , vol.66 , pp. 7706-7713
    • Bourne, G.T.1    Golding, S.W.2    McGeary, R.P.3    Meutermans, W.D.F.4    Jones, A.5    Marshall, G.R.6    Alewood, P.F.7    Smythe, M.L.8
  • 25
    • 0035993828 scopus 로고    scopus 로고
    • note
    • In pentapeptide cyclisation studies it has been shown that steric effects at the C-terminus play an important role, although not so pronounced as found by us. See X.-M. Gao, Y.-H. Ye, M. Bernd and B. Kutscher, J. Peptide Sci., 2002, 8, 418-430.
    • (2002) J. Peptide Sci. , vol.8 , pp. 418-430
    • Gao, X.-M.1    Ye, Y.-H.2    Bernd, M.3    Kutscher, B.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.