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Volumn 69, Issue 23, 2013, Pages 4694-4707

Synthesis and differential functionalisation of pyrrolidine and piperidine based spirodiamine scaffolds

Author keywords

[No Author keywords available]

Indexed keywords

2,7 DIAZASPIRO[4.5]DECANE; DIAMINE DERIVATIVE; PIPERIDINE DERIVATIVE; PYRROLIDINE DERIVATIVE; SPIRO COMPOUND; SPIRODIAMINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84876979009     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2013.03.064     Document Type: Article
Times cited : (11)

References (80)
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    • Chen, L.; Han, X.; He, Y.; Yang, S.; Zhang, Z. U.S.P.A. Publ., United States, 2009.
    • Chen, L.; Han, X.; He, Y.; Yang, S.; Zhang, Z. U.S.P.A. Publ., United States, 2009.
  • 12
    • 33644950838 scopus 로고    scopus 로고
    • G. Dake Tetrahedron 62 2006 3467 3492
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    • Dake, G.1
  • 24
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    • Eur. Pat. Appl. EP 417631
    • all reports of syntheses of variants of B3 and C2 (lacking substituents other than on nitrogen) are contained in the patent literature. For examples associated with (i) B3 see Engel, W.; Eberlein, W.; Trummlitz, G.; Mihm, G.; Doods, H.; Mayer, N.; De Jonge, A. Eur. Pat. Appl. EP 417631, 1991
    • (1991)
    • Engel, W.1    Eberlein, W.2    Trummlitz, G.3    Mihm, G.4    Doods, H.5    Mayer, N.6    De Jonge, A.7
  • 61
    • 37049039937 scopus 로고
    • This observation likely relates to the formation and relative stability of the β-methoxy acrylate versus the corresponding ethoxy variant. For studies involving but-3-en-2-one and acrylonitrile respectively, see: N. Ferry, and F.J. McQuillin J. Chem. Soc. 1962 103 113
    • (1962) J. Chem. Soc. , pp. 103-113
    • Ferry, N.1    McQuillin, F.J.2
  • 62
    • 0004490085 scopus 로고
    • B.-A. Feit, and A. Zilhka J. Org. Chem. 28 1963 406 410 While nucleophilic addition is faster with the more basic alkoxide, the stability of the methoxy adduct results (effectively) in removal of acrylate, the result of which is a slowing of the desired Michael addition reaction
    • (1963) J. Org. Chem. , vol.28 , pp. 406-410
    • Feit, B.-A.1    Zilhka, A.2
  • 63
    • 33847103743 scopus 로고    scopus 로고
    • references therein
    • D.W. Lee, and H.-J. Ha Synth. Commun. 37 2007 737 742 and references therein
    • (2007) Synth. Commun. , vol.37 , pp. 737-742
    • Lee, D.W.1    Ha, H.-J.2
  • 64
    • 0032587087 scopus 로고    scopus 로고
    • 21g has reported the synthesis of imides related to 33 (containing the succinimide moeity but based on the fully reduced piperidine) via partial reduction of nicotinic acid derivatives
    • (1999) Bioconjugate Chem. , vol.10 , pp. 470-479
    • Luyt, L.G.1    Jenkins, H.A.2    Hunter, D.H.3
  • 77
    • 4243468938 scopus 로고    scopus 로고
    • The role of the π-cation interaction has been discussed by Dougherty: J.C. Ma, and D.A. Dougherty Chem. Rev. 97 1997 1303 1324
    • (1997) Chem. Rev. , vol.97 , pp. 1303-1324
    • Ma, J.C.1    Dougherty, D.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.