메뉴 건너뛰기




Volumn 13, Issue 13, 2011, Pages 3296-3299

A cooperative participation of the amido group in the organocatalytic construction of all-carbon quaternary stereocenters by Michael addition with β-ketoamides

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; BETA KETOAMIDE; BETA-KETOAMIDE; CARBON; SPIRO COMPOUND;

EID: 79959753211     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol200924e     Document Type: Article
Times cited : (50)

References (63)
  • 16
    • 78249252089 scopus 로고    scopus 로고
    • For a recent example, see
    • For a recent example, see: Zhu, Q.; Lu, Y. Angew. Chem., Int. Ed. 2010, 49, 7753
    • (2010) Angew. Chem., Int. Ed. , vol.49 , pp. 7753
    • Zhu, Q.1    Lu, Y.2
  • 23
    • 75749146215 scopus 로고    scopus 로고
    • references cited therein
    • Jautze, S.; Peters, R. Synthesis 2010, 365 and references cited therein
    • (2010) Synthesis , pp. 365
    • Jautze, S.1    Peters, R.2
  • 28
    • 58249101213 scopus 로고    scopus 로고
    • Very recently, α-unsubstituted β-amidoesters have been proposed as pronucleophiles leading to the creation of a tertiary stereogenic center
    • Very recently, α-unsubstituted β-amidoesters have been proposed as pronucleophiles leading to the creation of a tertiary stereogenic center: Franzén, J.; Fisher, A. Angew. Chem., Int. Ed. 2009, 48, 787
    • (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 787
    • Franzén, J.1    Fisher, A.2
  • 42
    • 55449107171 scopus 로고    scopus 로고
    • For isolated examples of enantioselective addition of an α-substituted-β-amidoester to a nitroolefin, see
    • For isolated examples of enantioselective addition of an α-substituted-β-amidoester to a nitroolefin, see: Jakubec, P.; Helliwell, M.; Dixon, D. J. Org. Lett. 2008, 10, 4267
    • (2008) Org. Lett. , vol.10 , pp. 4267
    • Jakubec, P.1    Helliwell, M.2    Dixon, D.J.3
  • 51
    • 79959746879 scopus 로고    scopus 로고
    • See Supporting Information for experimental details. Unreactive substrates 1h - j.
    • See Supporting Information for experimental details. Unreactive substrates 1h - j.
  • 52
    • 78449305558 scopus 로고    scopus 로고
    • We observed a similar effect with α-ketoamides in organocatalyzed conjugate addition to nitroolefins
    • We observed a similar effect with α-ketoamides in organocatalyzed conjugate addition to nitroolefins: Baslé, O.; Raimondi, W.; Sanchez Duque, M. M.; Bonne, D.; Constantieux, T.; Rodriguez, J. Org. Lett. 2010, 12, 5246
    • (2010) Org. Lett. , vol.12 , pp. 5246
    • Baslé, O.1    Raimondi, W.2    Sanchez Duque, M.M.3    Bonne, D.4    Constantieux, T.5    Rodriguez, J.6
  • 53
    • 79959702822 scopus 로고    scopus 로고
    • CCDC 798318 contains the supplementary crystallographic data for this paper which can be obtained free of charge from The Cambridge Crystallographic Data Centre
    • CCDC 798318 contains the supplementary crystallographic data for this paper which can be obtained free of charge from The Cambridge Crystallographic Data Centre (www.ccdc.cam.uk/data-request/cif).
  • 54
    • 79959764837 scopus 로고    scopus 로고
    • The ee of 5 was not determined because of its instability under chiral HPLC analysis conditions.
    • The ee of 5 was not determined because of its instability under chiral HPLC analysis conditions.
  • 61
    • 19544377370 scopus 로고    scopus 로고
    • To our knowledge, there is only one isolated example of an optically pure spirolactam of this type reported in the literature
    • To our knowledge, there is only one isolated example of an optically pure spirolactam of this type reported in the literature: Hilmey, D. G.; Paquette, L. A. Org. Lett. 2005, 7, 2067
    • (2005) Org. Lett. , vol.7 , pp. 2067
    • Hilmey, D.G.1    Paquette, L.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.