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Volumn 72, Issue 21, 2007, Pages 7974-7979

Sequential reactions promoted by manganese: Completely stereoselective synthesis of (E)-α,β-unsaturated amides, ketones, aldehydes, and carboxylic acids

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; AMIDES; CARBOXYLIC ACIDS; CHEMICAL BONDS; KETONES; STEREOSELECTIVITY; SYNTHESIS (CHEMICAL);

EID: 35348923498     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo701417z     Document Type: Article
Times cited : (34)

References (64)
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    • 2; (prepared by the method described in: Concellón, J. M.; Rodríguez-Solla, H.; Bardales, E.; Huerta, M. Eur. J. Org. Chem. 2003, 1775-1778),1.2 euros; 1 mmol Mn* (prepared by the method herein described), 0.30 euros.
    • 2; (prepared by the method described in: Concellón, J. M.; Rodríguez-Solla, H.; Bardales, E.; Huerta, M. Eur. J. Org. Chem. 2003, 1775-1778),1.2 euros; 1 mmol Mn* (prepared by the method herein described), 0.30 euros.
  • 5
    • 0035887546 scopus 로고    scopus 로고
    • For see some synthetic applications of manganese see: a
    • For see some synthetic applications of manganese see: (a) Kakiya, H.; Nishimae, S.; Shinokubo, H.; Oshima, K. Tetrahedron 2001, 57, 8807-8815.
    • (2001) Tetrahedron , vol.57 , pp. 8807-8815
    • Kakiya, H.1    Nishimae, S.2    Shinokubo, H.3    Oshima, K.4
  • 26
    • 0000610534 scopus 로고
    • Helmchen, G, Hoffmann, R. W, Mulzer, J, Schaumann, E, Eds, Thieme Verlag: Stuttgart, Germany
    • (e) Jurczak, J.; Bauer, T.; Chapuis C. In Stereoselective Synthesis (Houben-Weyl); Helmchen, G., Hoffmann, R. W., Mulzer, J., Schaumann, E., Eds.; Thieme Verlag: Stuttgart, Germany, 1995; Vol. E 21c, p 2735.
    • (1995) Stereoselective Synthesis (Houben-Weyl) , vol.E 21c , pp. 2735
    • Jurczak, J.1    Bauer, T.2    Chapuis, C.3
  • 35
    • 0034903277 scopus 로고    scopus 로고
    • (d) Ando, K. Synlett 2001, 1272-1274.
    • (2001) Synlett , pp. 1272-1274
    • Ando, K.1
  • 49
    • 0000154864 scopus 로고
    • Trost, B. M, Fleming, I, Eds, Pergamon Press: Oxford, U.K
    • Kelly, S. E. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, U.K., 1991; Vol. 1, p 730.
    • (1991) Comprehensive Organic Synthesis , vol.1 , pp. 730
    • Kelly, S.E.1
  • 50
    • 35348880625 scopus 로고    scopus 로고
    • When the minor diastereoisomer was not observed the E/Z ratio was assigned >98/2.
    • When the minor diastereoisomer was not observed the E/Z ratio was assigned >98/2.
  • 51
    • 35348852892 scopus 로고    scopus 로고
    • The coupling constant between the olefinic protons of compounds 3 ranging between J = 14.9 and 15.4 Hz were in accordance with the average literature values: Silverstein, R. M.; Bassler, G. C.; Morrill T. C. In Spectrometric Identification of Organic Compounds; John Wiley and Sons: New York, 1991; Chapter 4, Appendix F, p 221.
    • The coupling constant between the olefinic protons of compounds 3 ranging between J = 14.9 and 15.4 Hz were in accordance with the average literature values: Silverstein, R. M.; Bassler, G. C.; Morrill T. C. In Spectrometric Identification of Organic Compounds; John Wiley and Sons: New York, 1991; Chapter 4, Appendix F, p 221.
  • 61
    • 33644911544 scopus 로고    scopus 로고
    • Compound 6a: Concellón, J. M.; Rodríguez-Solla, H.; Méjica, C. Tetrahedron 2006, 62, 3292-3300.
    • (a) Compound 6a: Concellón, J. M.; Rodríguez-Solla, H.; Méjica, C. Tetrahedron 2006, 62, 3292-3300.
  • 62
    • 0001148219 scopus 로고    scopus 로고
    • Compound 6b: Trost, B. M.; Parquette, J. R. J. Org. Chem. 1993, 58, 1579-1581.
    • (b) Compound 6b: Trost, B. M.; Parquette, J. R. J. Org. Chem. 1993, 58, 1579-1581.
  • 64
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    • 13C NMR spectra of the product obtained were identical with those of a commercial sample.
    • 13C NMR spectra of the product obtained were identical with those of a commercial sample.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.