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Volumn 68, Issue 7, 2003, Pages 2698-2703

Asymmetric synthesis of succinic semialdehyde derivatives

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; AROMATIC COMPOUNDS; CATALYSIS; CHROMATOGRAPHIC ANALYSIS; DERIVATIVES; DESULFURIZATION; SYNTHESIS (CHEMICAL);

EID: 0037419331     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo026557+     Document Type: Article
Times cited : (18)

References (47)
  • 2
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    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, UK, Chapters 12 and 13
    • (b) Lee, V. J. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, UK, 1991; Vol. 4, Chapters 1.2 and 1.3.
    • (1991) Comprehensive Organic Synthesis , vol.4
    • Lee, V.J.1
  • 3
    • 0004583389 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, UK, Chapter 14
    • (c) Kozlowski, J. A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, UK, 1991; Vol. 4, Chapter 1.4.
    • (1991) Comprehensive Organic Synthesis , vol.4
    • Kozlowski, J.A.1
  • 17
    • 0035925220 scopus 로고    scopus 로고
    • Recently, a related Friedel - Crafts addition of several aromatic heterocycles has also been reported: (c) Zhuang, W.; Hansen, T.; Jørgensen, K. A. Chem. Commun. 2001, 347.
    • (2001) Chem. Commun. , pp. 347
    • Zhuang, W.1    Hansen, T.2    Jørgensen, K.A.3
  • 24
    • 0025349692 scopus 로고
    • For the alternative asymmetric acylation of simple enoates see: (a) Enders, D.; Gerdes, P.; Kipphardt, H. Angew. Chem., Int. Ed. Engl. 1990, 29, 179. (b) Enders, D.; Shilvock, J. P.; Raabe, G. J. Chem. Soc., Perkin Trans. 1 1999, 1617.
    • (1990) Angew. Chem., Int. Ed. Engl. , vol.29 , pp. 179
    • Enders, D.1    Gerdes, P.2    Kipphardt, H.3
  • 25
    • 0002861359 scopus 로고    scopus 로고
    • For the alternative asymmetric acylation of simple enoates see: (a) Enders, D.; Gerdes, P.; Kipphardt, H. Angew. Chem., Int. Ed. Engl. 1990, 29, 179. (b) Enders, D.; Shilvock, J. P.; Raabe, G. J. Chem. Soc., Perkin Trans. 1 1999, 1617.
    • (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 1617
    • Enders, D.1    Shilvock, J.P.2    Raabe, G.3
  • 33
    • 0001075233 scopus 로고
    • As discussed in ref 4a, the electrophilic reactivity of nitroalkenes and malonates can be a priori correlated with the pK values in nonaqueous solvent of the anions generated upon addition. See also: Olmstead, W. N.; Bordwell, F. G. J. Org. Chem. 1980, 45, 3299.
    • (1980) J. Org. Chem. , vol.45 , pp. 3299
    • Olmstead, W.N.1    Bordwell, F.G.2
  • 36
    • 0000170896 scopus 로고
    • A similar explanation has been offered for the dimerization of formaldehyde dimethylhydrazone promoted by Bronsted acids: Condon, F. E.; Farcasiu, D. J. Am. Chem. Soc. 1970, 92, 6625.
    • (1970) J. Am. Chem. Soc. , vol.92 , pp. 6625
    • Condon, F.E.1    Farcasiu, D.2
  • 38
    • 0345148379 scopus 로고    scopus 로고
    • Ph.D. Thesis, RWTH Aachen
    • B: Syrig, R. Ph.D. Thesis, RWTH Aachen, 1996. 1C, 1D, 1H: Pareja, C.; Martín-Zamora, E.; Fernández, R.; Lassaletta, J. M. J. Org. Chem. 1999, 64, 8846. 1E, 1F, 1G: Bolkenius, M. Ph.D. Thesis, RWTH Aachen, 1999.
    • (1996)
    • Syrig, R.1
  • 40
    • 0345148379 scopus 로고    scopus 로고
    • Ph.D. Thesis, RWTH Aachen
    • B: Syrig, R. Ph.D. Thesis, RWTH Aachen, 1996. 1C, 1D, 1H: Pareja, C.; Martín-Zamora, E.; Fernández, R.; Lassaletta, J. M. J. Org. Chem. 1999, 64, 8846. 1E, 1F, 1G: Bolkenius, M. Ph.D. Thesis, RWTH Aachen, 1999.
    • (1999)
    • Bolkenius, M.1
  • 41
    • 0002094694 scopus 로고
    • Patai, S., Rappoport, Z., Eds.; John Wiley & Sons: New York
    • A similar behavior has been reported for related enamines: Häfelinger, G.; Mack, H.-G. In The Chemistry of Enamines; Patai, S., Rappoport, Z., Eds.; John Wiley & Sons: New York, 1994; pp 1-85.
    • (1994) The Chemistry of Enamines , pp. 1-85
    • Häfelinger, G.1    Mack, H.-G.2
  • 43
    • 0034929646 scopus 로고    scopus 로고
    • Such a behavior has also been observed in the addition of 1D to reactive aldehydes and ketones:(a) Fernández, R.; Martín-Zamora, E.; Pareja, C.; Vázquez, J.; Díez, E.; Monge, A.; Lassaletta, J. M. Angew. Chem., Int. Ed. Engl. 1998, 37, 3428. (b) Fernández, R.; Martín-Zamora, E.; Pareja, C.; Alcarazo, M.; Martín, J.; Lassaletta, J. M. Synlett 2001, 1158.
    • (2001) Synlett , pp. 1158
    • Fernández, R.1    Martín-Zamora, E.2    Pareja, C.3    Alcarazo, M.4    Martín, J.5    Lassaletta, J.M.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.