A catalytic and iterative route to β-substituted esters via highly enantioselective conjugate addition of dimethylzinc to unsaturated malonates

Chemical Communications

Volumn 4, Issue 7, 2004, Pages 792-793

  Schuppan, Julia ^a   Minnaard, Adriaan J ^a   Feringa, Ben L ^a  

^a UNIVERSITY OF GRONINGEN   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ESTER DERIVATIVE; MALONIC ACID DERIVATIVE; ZINC DERIVATIVE;

ADDITION REACTION; ARTICLE; ASYMMETRIC CATALYSIS; CATALYSIS; CATALYST; CHIRALITY; CONJUGATION; ENANTIOSELECTIVITY;

EID: 1942468009     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/b315871c     Document Type: Article

References (18)

1. N. Krause, A. Hoffmann-Roder, Synthesis, 2001, 171-196
2. B. L. Feringa, R. Naasz, R. Imbos and L. A. Arnold, in Modern Organocopper Chemistry, ed. N. Krause, Wiley-VCH, Weinheim, 2002
3. A. Alexakis, C. Benhaim, Eur. J. Org. Chem., 2002, 3221-3236
4. B. L. Feringa, M. Pineschi, L. A. Arnold, R. Imbos, A. H. M. de Vries, Angew. Chem., Int. Ed. Engl., 1997, 36, 2620-2623
5. I. H. Escher, A. Pfaltz, Tetrahedron, 2000, 56, 2879-2888
6. H. Mizutani, S. J. Degrado, A. H. Hoveyda, J. Am. Chem. Soc., 2002, 124, 779-781
7. A. Duursma, A. J. Minnaard, B. L. Feringa, J. Am. Chem. Soc., 2003, 125, 3700-3701
8. M. Kanai, Y. Nakagawa, K. Tomioka, Tetrahedron, 1999, 55, 3843-3854
9. M. Yan, L.-W. Yang, K.-Y. Wong, A. C. S. Chan, Chem. Commun., 2000, 115-116
10. M. T. Reetz, A. Gosberg, D. Moulin, Tetrahedron Lett., 2002, 43, 1189-1191
11. J. P. G. Versleijen, A. M. Leusen van, B. L. Feringa, Tetrahedron Lett., 1999, 40, 5803-5806
12. A. Alexakis, C. Benhaim, Tetrahedron: Asymmetry, 2001, 12, 1151-1157
13. A. W. Hird, A. Hoveyda, Angew. Chem., Int. Ed., 2003, 42, 1276-1279
14. B. L. Feringa, Acc. Chem. Res., 2000, 33, 346-353
15. A. P. Krapcho, Synthesis, 1982, 805-822
16. A. Gambacorta, D. Tofani, P. Lupattelli, A. Tafi, Tetrahedron Lett., 2002, 43, 2195-2198
17. N. Tabata, Y. Ohyama, H. Tomoda, T. Abe, M. Namikoshi, Y. Yamaguchi, R. Masuma, S. Omura, J. Antibiot., 1999, 52, 815-826
18. M. A. Calter, W. Liao, J. Am. Chem. Soc., 2002, 124, 127-129