메뉴 건너뛰기




Volumn 44, Issue 5, 2005, Pages 761-764

A novel dinuclear chiral niobium complex for Lewis acid catalyzed enantioselective reactions: Design of a tridentate ligand and elucidation of the catalyst structure

Author keywords

Asymmetric catalysis; Chirality; Lewis acids; Mannich reaction; Niobium

Indexed keywords

CATALYSIS; REACTION KINETICS;

EID: 13444267889     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200462204     Document Type: Article
Times cited : (48)

References (49)
  • 11
    • 0037575807 scopus 로고    scopus 로고
    • J. Howarth, K. Gillespie, Molecules 2000, 5, 993. The highest enantioselectivity obtained is 55% ee.
    • (2000) Molecules , vol.5 , pp. 993
    • Howarth, J.1    Gillespie, K.2
  • 16
    • 0033548593 scopus 로고    scopus 로고
    • For examples of asymmetric reactions using multidentate binol (2,2′-dihydroxy-1,1′-binaphthyl) derivatives as effective ligands, see: a) H. Ishitani, T. Kitazawa, S. Kobayashi, Tetrahedron Lett. 1999, 40, 2161;
    • (1999) Tetrahedron Lett. , vol.40 , pp. 2161
    • Ishitani, H.1    Kitazawa, T.2    Kobayashi, S.3
  • 19
    • 0000778261 scopus 로고
    • Details are given in the Supporting Information. For the synthesis of 4a, see: K. Ishihara, H. Yamamoto, J. Am. Chem. Soc. 1994, 116, 1561.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 1561
    • Ishihara, K.1    Yamamoto, H.2
  • 20
    • 10844266525 scopus 로고    scopus 로고
    • (Eds,: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Heidelberg
    • a) Review, see: S. Kobayashi, M. Ueno in Comprehensive Asymmetric Catalysis (Eds,: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Heidelberg, 1999, supplement 1, p. 143;
    • (1999) Comprehensive Asymmetric Catalysis , Issue.SUPPL. 1 , pp. 143
    • Kobayashi, S.1    Ueno, M.2
  • 24
    • 0035907791 scopus 로고    scopus 로고
    • d) S. Xue, S, Yu, Y. Deng, W. D. Wulff, Angew. Chem. 2001, 113, 2331; Angew. Chem. Int. Ed. 2001, 40, 2271;
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2271
  • 28
    • 2342570203 scopus 로고    scopus 로고
    • g) T. Akiyama, J. Itoh, K. Yokota, K. Fuchibe, Angew. Chem. 2004, 116, 1592; Angew. Chem. Int. Ed. 2004, 43, 1566.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1566
  • 29
    • 13444280084 scopus 로고    scopus 로고
    • note
    • We have already found that NMI is an effective additional ligand in zirconium-catalyzed enantioselective reactions. See, for example, ref. [9 b,c].
  • 30
    • 1642415515 scopus 로고    scopus 로고
    • Recently, several "direct" asymmetric Mannich-type reactions have been reported; however, to our knowledge, there is no example using simple esters as nucleophiles. In the present method, highly enantioselective reactions of simple ester enolates with imines have been achieved. For "direct" Mannich-type reactions, see a review: a) A. Cordova, Acc. Chem. Res. 2004, 37, 102;
    • (2004) Acc. Chem. Res. , vol.37 , pp. 102
    • Cordova, A.1
  • 33
    • 0035902842 scopus 로고    scopus 로고
    • c) K. Juhl, N. Gathergood, K. A. Jørgensen, Angew. Chem. 2001, 113, 3083; Angew. Chem. Int. Ed. 2001, 40, 2995;
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2995
  • 41
    • 0042969372 scopus 로고    scopus 로고
    • j) Y. Hayashi, W. Tsuboi, I. Ashimine, T. Urushima, M. Shoji, K. Sakai, Angew. Chem. 2003, 115, 3805; Angew. Chem. Int. Ed. 2003, 42, 3677;
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 3677
  • 48
    • 0032538773 scopus 로고    scopus 로고
    • C. Girard, H. B. Kagan, Angew. Chem. 1998, 110, 3088; Angew. Chem. Int. Ed. 1998, 37, 2922.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2922
  • 49
    • 13444278692 scopus 로고    scopus 로고
    • CCDC-251938 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/ retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB21EZ, UK; fax: (+44)1223-336-033; or deposit@ ccdc.cam.ac.uk).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.