Asymmetric Alkenylzinc Additions to Aldehydes Catalyzed by a Binaphthyl-Based N,O-Ligand

Bulletin of the Korean Chemical Society

Volumn 25, Issue 1, 2004, Pages 35-36

  Ko, Dong Hyun ^a   Kang, Seung Wan ^a   Kim, Kyoung Hoon ^a   Chung, Yongseog ^b   Ha, Deok Chan ^a  

^a Korea University   (South Korea)

^b Chungbuk National University   (South Korea)

Author keywords

Alkenylzinc; Allylic alcohol; Asymmetric synthesis; Catalyst; Chiral ligand

Indexed keywords

ALDEHYDE; ALKENYL GROUP; LIGAND; NAPHTHYL GROUP; ORGANOMETALLIC COMPOUND; REAGENT; ZINC DERIVATIVE;

ADDITION REACTION; ALKENYLATION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; ENANTIOSELECTIVITY; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS; TECHNIQUE;

EID: 1642503212     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: 10.5012/bkcs.2004.25.1.035     Document Type: Article

References (21)

1. Reviews on enantioselective diorganozinc additions to aldehydes: (a) Noyori, R.; Kitamura, M. Angew. Chem. Int. Ed. 1991, 30, 49.
2. (b) Soai, K.; Niwa, S. Chem. Rev. 1992, 92, 833.
3. (c) Erdik, E. Organozinc Reagents in Organic Synthesis; CRC Press: New York, 1996.
4. (d) Soai, K.; Shibata, T. In Comprensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, 1999; pp 911-922.
5. (e) Pu, L.; Yu, H.-B. Chem. Rev. 2001, 101, 757.
6. (a) Oppolzer, W.; Radinov, R. N. Tetrahedron Lett. 1988, 29, 5645.
7. (b) Oppolzer, W.; Radinov, R. N. Tetrahedron Lett. 1991, 32, 5777.
8. (a) Wipf, P.; Xu, W. Tetrahedron Lett. 1994, 35, 5197.
9. (b) Wipf, P.; Ribe, S. J. Org. Chem. 1998, 63, 6454.
10. Oppolzer, W.; Radinov, R. N. Helv. Chim. Acta 1992, 75, 170.
11. Kitamura, M.; Suga, S.; Kawai, K.; Noyori, R. J. Am. Chem. Soc. 1986, 108, 6071.
12. (a) Soai, K.; Takahashi, K. J. Chem. Soc., Perkin Trans. 1 1994, 1257.
13. (b) Oppolzer, W.; Radinov, R. N.; El-Sayed, E. J. Org. Chem. 2001, 66, 4766.
14. (c) Chen, Y. K.; Lurain, A. E.; Walsh, P. J. J. Am. Chem. Soc. 2002, 124, 12225.
15. Dahmen, S.; Brase, S. Org. Lett. 2001, 3, 4119.
16. (a) Ko, D.-H.; Kim, K. H.; Ha, D.-C. Org. Lett. 2002, 4, 3759.
17. (b) Kang, S.-W.; Ko, D.-H.; Kim, K. H.; Ha, D.-C. Org. Lett. 2003, 5, 4517.
18. (a) Bolm, C.; Hermanns, N.; Hildebrand, J. P.; Muniz, K. Angew. Chem. Int. Ed. 2000, 39, 3465.
19. (b) Bolm, C.; Kesselgruber, M.; Hermanns, N.; Hildebrand, J. P.; Raabe, G. Angew. Chem. Int. Ed. 2001, 40, 1488.
20. (a) Huang, W.-S.; Pu, L. J. Org. Chem. 1999, 64, 4222.
21. (b) Huang, W.-S.; Pu, L. Tetrahedron Lett. 2000, 41, 145.