메뉴 건너뛰기




Volumn 76, Issue 2, 2011, Pages 588-600

Synthesis of C 1-symmetric chiral secondary diamines and their applications in the asymmetric copper(II)-catalyzed Henry (Nitroaldol) reactions

Author keywords

[No Author keywords available]

Indexed keywords

ASYMMETRIC INDUCTION; CATALYST LOADINGS; CATALYTIC EFFICIENCIES; CATALYTIC SYSTEM; CHIRAL DIAMINE; COPPER (II); COPPER SALT; DIASTEREOSELECTIVITIES; HENRY REACTIONS; HIGH YIELD; MILD REACTION CONDITIONS; NITROALDOL; NITROALKANES; TRANSITION-STATE;

EID: 78651504387     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo102124d     Document Type: Article
Times cited : (123)

References (95)
  • 7
    • 8444252168 scopus 로고    scopus 로고
    • For recent reviews on the catalytic asymmetric Henry reaction, see
    • For recent reviews on the catalytic asymmetric Henry reaction, see: Palomo, C.; Oiarbide, M.; Mielgo, A. Angew. Chem., Int. Ed. 2004, 43, 5442-5444
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 5442-5444
    • Palomo, C.1    Oiarbide, M.2    Mielgo, A.3
  • 13
    • 1442277240 scopus 로고    scopus 로고
    • Selected examples for Zn-catalyzed asymmetric Henry reaction
    • Selected examples for Zn-catalyzed asymmetric Henry reaction: Zhong, Y.; Tian, P.; Lin, G. Tetrahedron: Asymmetry 2004, 15, 771-776
    • (2004) Tetrahedron: Asymmetry , vol.15 , pp. 771-776
    • Zhong, Y.1    Tian, P.2    Lin, G.3
  • 17
    • 57549112909 scopus 로고    scopus 로고
    • Selected examples for Cr-catalyzed asymmetric Henry reaction:;; Tetrahedron: Asymmetry 2007, 18, 2581-2586
    • Park, J.; Lang, K.; Abboud, K. A.; Hong, S. J. Am. Chem. Soc. 2008, 130, 16484-16485 Selected examples for Cr-catalyzed asymmetric Henry reaction: Kowalczyk, R.; Sidorowicz, Ł.; Skarz̀ewski, J. Tetrahedron: Asymmetry 2007, 18, 2581-2586
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 16484-16485
    • Park, J.1    Lang, K.2    Abboud, K.A.3    Hong, S.4    Kowalczyk, R.5    Sidorowicz, Ł.6    Skarz̀ewski, J.7
  • 19
    • 64249145892 scopus 로고    scopus 로고
    • Selected examples for Mg-catalyzed asymmetric Henry reaction:;;;; J. Am. Chem. Soc. 2005, 127, 13167-13171 Selected examples for Cu-catalyzed asymmetric Henry reaction:;;;; Tetrahedron: Asymmetry 2006, 17, 725-728
    • Zulauf, A.; Mellah, M.; Schulz, E. J. Org. Chem. 2009, 74, 2242-2245 Selected examples for Mg-catalyzed asymmetric Henry reaction: Choudary, B. M.; Ranganath, K. V. S.; Kantam, U.; Pal, M. L.; Sreedhar, B. J. Am. Chem. Soc. 2005, 127, 13167-13171 Selected examples for Cu-catalyzed asymmetric Henry reaction: Gan, C.; Lai, G.; Zhang, Z.; Wang, Z.; Zhou, M. Tetrahedron: Asymmetry 2006, 17, 725-728
    • (2009) J. Org. Chem. , vol.74 , pp. 2242-2245
    • Zulauf, A.1    Mellah, M.2    Schulz, E.3    Choudary, B.M.4    Ranganath, K.V.S.5    Kantam, U.6    Pal, M.L.7    Sreedhar, B.8    Gan, C.9    Lai, G.10    Zhang, Z.11    Wang, Z.12    Zhou, M.13
  • 31
    • 40849085140 scopus 로고    scopus 로고
    • Selected examples for both aromatic and aliphatic aldehydes are studied systematically
    • Selected examples for both aromatic and aliphatic aldehydes are studied systematically: Tanaka, K.; Hachiken, S. Tetrahedron Lett. 2008, 49, 2533-2536
    • (2008) Tetrahedron Lett. , vol.49 , pp. 2533-2536
    • Tanaka, K.1    Hachiken, S.2
  • 32
    • 70349907587 scopus 로고    scopus 로고
    • also see refs 6c, 12b, and 12g
    • Spangler, K. Y.; Wolf, C. Org. Lett. 2009, 11, 4724-4727; also see refs 6c, 12b, and 12g
    • (2009) Org. Lett. , vol.11 , pp. 4724-4727
    • Spangler, K.Y.1    Wolf, C.2
  • 42
    • 77956593053 scopus 로고    scopus 로고
    • also see refs 9h, 10d, 10g, 11b, and 12d
    • Kanagaraj, K.; Suresh, P.; Pitchumani, K. Org. Lett. 2010, 12, 4070-4073; also see refs 9h, 10d, 10g, 11b, and 12d.
    • (2010) Org. Lett. , vol.12 , pp. 4070-4073
    • Kanagaraj, K.1    Suresh, P.2    Pitchumani, K.3
  • 43
    • 0037436454 scopus 로고    scopus 로고
    • For recent reviews, see
    • For recent reviews, see: Yoon, T. P.; Jacobsen, E. N. Science 2003, 299, 1691-1693
    • (2003) Science , vol.299 , pp. 1691-1693
    • Yoon, T.P.1    Jacobsen, E.N.2
  • 45
    • 23644449360 scopus 로고    scopus 로고
    • Selected examples for BOX-type ligand catalyzed asymmetric Henry reaction:;; Chem. Commun. 2001, 2222-2223
    • Achard, T. R. J.; L. Clutterbuck, A.; North, M. Synlett 2005, 12, 1828-18470 Selected examples for BOX-type ligand catalyzed asymmetric Henry reaction: Christensen, C.; Juhl, K.; Jøgensen, K. A. Chem. Commun. 2001, 2222-2223
    • (2005) Synlett , vol.12 , pp. 1828-18470
    • Achard, T.R.J.1    Clutterbuck A, L.2    North, M.3    Christensen, C.4    Juhl, K.5    Jøgensen, K.A.6
  • 51
    • 77957143902 scopus 로고    scopus 로고
    • also see reference 5. Selected examples for salen-type ligand catalyzed asymmetric Henry reaction: see refs 6f 6g, 6h, and 6i
    • Lang, K.; Park, J.; Hong, S. J. Org. Chem. 2010, 75, 6424-6435; also see reference 5. Selected examples for salen-type ligand catalyzed asymmetric Henry reaction: see refs 6f 6g, 6h, and 6i.
    • (2010) J. Org. Chem. , vol.75 , pp. 6424-6435
    • Lang, K.1    Park, J.2    Hong, S.3
  • 69
    • 0038736789 scopus 로고
    • For recent reviews, see
    • For recent reviews, see: Wolfgang, O. Tetrahedron 1987, 43, 1969-2004
    • (1987) Tetrahedron , vol.43 , pp. 1969-2004
    • Wolfgang, O.1
  • 77
    • 0037043180 scopus 로고    scopus 로고
    • List, B. Tetrahedron 2002, 58, 5573-5590
    • (2002) Tetrahedron , vol.58 , pp. 5573-5590
    • List, B.1
  • 84
    • 78651472026 scopus 로고    scopus 로고
    • 2O
    • 2O.
  • 85
    • 78651506250 scopus 로고    scopus 로고
    • Other organic bases, such as DBU, TMEDA, DMAP, imidazole, pyridine, pyrrolidine, and quinine, were also screened under the identical conditions but were found to be inferior to DIPEA
    • Other organic bases, such as DBU, TMEDA, DMAP, imidazole, pyridine, pyrrolidine, and quinine, were also screened under the identical conditions but were found to be inferior to DIPEA.
  • 86
    • 78651484650 scopus 로고    scopus 로고
    • The retro-Henry reaction happened in the absence of acetic acid
    • The retro-Henry reaction happened in the absence of acetic acid.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.