Et2Zn as a base: Zinc enolate free from other metals significantly enhances the enantiomeric excess in palladium-catalyzed allylic alkylation

Chemical Communications

Volumn , Issue 18, 1999, Pages 1895-1896

  Fuji, Kaoru ^a   Kinoshita, Naosumi ^a,c   Tanaka, Kiyoshi ^b  

^a KYOTO UNIVERSITY   (Japan)

^b UNIVERSITY OF SHIZUOKA   (Japan)

^c OTSUKA PHARMACEUTICAL CO LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANION; MALONIC ACID DERIVATIVE; METAL; PALLADIUM; ZINC DERIVATIVE;

ALKYLATION; ARTICLE; CATALYSIS; ENANTIOMER;

EID: 0033592433     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a906034k     Document Type: Article

References (9)

1. M. Kitamura, S. Suga, H. Oka and R. Noyori, J. Am. Chem. Soc., 1998, 120, 9800 and references cited therein.
2. A. Alexakis, J. Vastra and P. Mangeney, Tetrahedron Lett., 1997, 38, 7745 and references cited therein.
3. For a review; see A. B. Charette and J.-F. Marcoux, Synlett, 1995, 1197.
4. M. Kimura, Y. Ogawa, M. Shimizu, M. Sueishi, S. Tanaka and Y. Tamaru, Tetrahedron Lett., 1998, 39, 6903 and references cited therein.
5. For example; H. Ozaki, A. Hirano and S. Nakahara, Macromol. Chem. Phys., 1995, 196, 2099.
6. 2Zn; see S. Ito, H. Shinokubo and K. Oshima, Tetrahedron Lett., 1998, 39, 5253.
7. M. Hayashi, K. Ono, H. Hoshimi and N. Oguni, Tetrahedron, 1996, 52, 7817.
8. M. Yamaguchi, T. Shima and T. Yamagishi, Tetrahedron: Asymmetry, 1991, 2, 663.
9. 2Zn was successfully used in the asymmetric Horner-Wadsworth-Emmons reaction. K. Tanaka, T. Watanabe, K. Shimamoto, P. Sahakitpichan and K. Fuji, Tetrahedron Lett., 1999, 40, 6599.