메뉴 건너뛰기




Volumn 9, Issue 6, 2007, Pages 965-968

Chiral diphenylprolinol TES ether promoted conjugate addition-aldol- dehydration reactions between α,β-unsaturated aldehydes and 2-N-protected amino benzaldehydes

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; AMINE; BENZALDEHYDE DERIVATIVE; DRUG DERIVATIVE; ETHER; PROLINOL; PYRROLIDINE DERIVATIVE; QUINOLINE DERIVATIVE; TESTOLACTONE; TROMETAMOL; UNCLASSIFIED DRUG;

EID: 33947582613     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062877u     Document Type: Article
Times cited : (126)

References (56)
  • 2
    • 0029014935 scopus 로고    scopus 로고
    • For examples of natural products, see: (a) Witherup, K. M, Ransom, R. W, Graham, A. C, Bernard, A. M, Salvatore, M. J, Lumma, W. C, Anderson, P. S, Pitzenberger, S. M, Varga, S. L. J. Am. Chem. Soc. 1995, 117, 6682
    • For examples of natural products, see: (a) Witherup, K. M.; Ransom, R. W.; Graham, A. C.; Bernard, A. M.; Salvatore, M. J.; Lumma, W. C.; Anderson, P. S.; Pitzenberger, S. M.; Varga, S. L. J. Am. Chem. Soc. 1995, 117, 6682.
  • 12
    • 0041825591 scopus 로고    scopus 로고
    • Catalytic, asymmetric hydrogenation for synthesis of 1,2,3,4- tetrahydroquinolines, see: (b) Wang, W.-B.; Lu, S.-M.; Yang, P.-Y.; Han, X.-W.; Zhou, Y.-G. J. Am. Chem. Soc. 2003, 125, 10536.
    • Catalytic, asymmetric hydrogenation for synthesis of 1,2,3,4- tetrahydroquinolines, see: (b) Wang, W.-B.; Lu, S.-M.; Yang, P.-Y.; Han, X.-W.; Zhou, Y.-G. J. Am. Chem. Soc. 2003, 125, 10536.
  • 15
    • 27444443731 scopus 로고    scopus 로고
    • Example of catalytic, enantioselective synthesis of isoquinolines, see: e
    • Example of catalytic, enantioselective synthesis of isoquinolines, see: (e) Taylor, M. S.; Tokunaga, N.; Jacobsen, E. N. Angew. Chem., Int. Ed. 2005, 44, 6700.
    • (2005) Angew. Chem., Int. Ed , vol.44 , pp. 6700
    • Taylor, M.S.1    Tokunaga, N.2    Jacobsen, E.N.3
  • 16
    • 30444443444 scopus 로고    scopus 로고
    • For recent reviews of tandem reactions, see: a
    • For recent reviews of tandem reactions, see: (a) Guo, H.; Ma, J. Angew. Chem., Int. Ed. 2006, 45, 354.
    • (2006) Angew. Chem., Int. Ed , vol.45 , pp. 354
    • Guo, H.1    Ma, J.2
  • 22
    • 33745683617 scopus 로고    scopus 로고
    • Recent reviews of organocatalystsis, see: a
    • Recent reviews of organocatalystsis, see: (a) Akiyama, T.; Itoh, J.; Fuchibe, K. Adv. Synth. Catal. 2006, 348, 999.
    • (2006) Adv. Synth. Catal , vol.348 , pp. 999
    • Akiyama, T.1    Itoh, J.2    Fuchibe, K.3
  • 29
    • 33947610507 scopus 로고    scopus 로고
    • Special Issue on Asymmetric Organocatalysis: Acc. Chem. Res. 2004, 37, 487.
    • (h) Special Issue on Asymmetric Organocatalysis: Acc. Chem. Res. 2004, 37, 487.
  • 39
    • 0242541992 scopus 로고    scopus 로고
    • Hamada and co-workers have developed the first non-asymmetric version of tandem Michael-aldol reactions, see: (a) Makino, K, Hara, O, Takiguchi, Y, Katano, T, Asakawa, Y, Hatano, K, Hamada, Y. Tetrahedron Lett. 2003, 44, 8925
    • Hamada and co-workers have developed the first non-asymmetric version of tandem Michael-aldol reactions, see: (a) Makino, K.; Hara, O.; Takiguchi, Y.; Katano, T.; Asakawa, Y.; Hatano, K.; Hamada, Y. Tetrahedron Lett. 2003, 44, 8925.
  • 41
    • 0037201534 scopus 로고    scopus 로고
    • For recent reviews related to aza-Michael additions, see: a
    • For recent reviews related to aza-Michael additions, see: (a) Liu, M.; Sibi, M. P. Tetrahedron 2002, 58, 7991.
    • (2002) Tetrahedron , vol.58 , pp. 7991
    • Liu, M.1    Sibi, M.P.2
  • 43
    • 0032496927 scopus 로고    scopus 로고
    • Some recent examples of enantioselective conjugate amination, see: a
    • Some recent examples of enantioselective conjugate amination, see: (a) Sibi, M. P.; Shay, J. J.; Liu, M.; Jasperse, C. P. J. Am. Chem. Soc. 1998, 120, 6615.
    • (1998) J. Am. Chem. Soc , vol.120 , pp. 6615
    • Sibi, M.P.1    Shay, J.J.2    Liu, M.3    Jasperse, C.P.4
  • 51
    • 33947580141 scopus 로고    scopus 로고
    • A reviewer proposed a plausible alternative mechanism for the tandem aza-Michael-aldol (Mannich)-dehydration reactions. In the pathway, the catalyst plays a dual role of activation of both substrates 1 and 2. (Chemical Equation Presented)
    • A reviewer proposed a plausible alternative mechanism for the tandem aza-Michael-aldol (Mannich)-dehydration reactions. In the pathway, the catalyst plays a dual role of activation of both substrates 1 and 2. (Chemical Equation Presented)
  • 52
    • 33845505476 scopus 로고    scopus 로고
    • For examples of (S)-diarylprolinol silyl ether promoted reactions, see: (a) A recent review: Palomo, C, Mielgo, A. Angew. Chem, Int. Ed. 2006, 45, 7876
    • For examples of (S)-diarylprolinol silyl ether promoted reactions, see: (a) A recent review: Palomo, C.; Mielgo, A. Angew. Chem., Int. Ed. 2006, 45, 7876.
  • 56
    • 33947574703 scopus 로고    scopus 로고
    • See the Supporting Information for X-ray crystal data (CIF file); CCDC-619151 also contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.ca-m.ac.uk.
    • See the Supporting Information for X-ray crystal data (CIF file); CCDC-619151 also contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.ca-m.ac.uk.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.