Asymmetric catalytic protonation of silyl enol ethers with chiral palladium complexes

Angewandte Chemie (International Edition in English)

Volumn 36, Issue 21, 1997, Pages 2366-2368

  Sugiura, Masaharu ^a   Nakai, Takeshi ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Asymmetric catalysis; Palladium; Protonations

Indexed keywords

EID: 0030724513     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199723661     Document Type: Article

References (9)

1. Recent review: C. Fehr, Angew. Chem. 1996, 108, 2726-2748; Angew. Chem. Int. Ed. Engl. 1996, 35, 2566-2587.
2. Recent review: C. Fehr, Angew. Chem. 1996, 108, 2726-2748; Angew. Chem. Int. Ed. Engl. 1996, 35, 2566-2587.
3. Asymmetric protonations of enolates using a catalytic amount of chiral proton sources: a) A. Yanagisawa, T. Kikuchi, T. Watanabe, T. Kuribayashi, H. Yamamoto, Synlett 1995, 372-374; b) C. Fehr, J. Galindo, Angew. Chem. 1994, 106, 1967-1968; Angew. Chem. Int. Ed. Engl. 1994, 33, 1888-1889; c) C. Fehr, I. Stempf, J. Galindo, ibid. 1993, 105, 1093-1095 and 1993, 32, 1044-1046; d) Y. Nakamura, S. Takeuchi, A. Ohira, Y. Ohgo, Tetrahedron Lett. 1996, 37, 2805-2808; e) K. Ishihara, S. Nakamura, M. Kaneeda, H. Yamamoto, J. Am. Chem. Soc. 1996, 118, 12854-12855.
4. Asymmetric protonations of enolates using a catalytic amount of chiral proton sources: a) A. Yanagisawa, T. Kikuchi, T. Watanabe, T. Kuribayashi, H. Yamamoto, Synlett 1995, 372-374; b) C. Fehr, J. Galindo, Angew. Chem. 1994, 106, 1967-1968; Angew. Chem. Int. Ed. Engl. 1994, 33, 1888-1889; c) C. Fehr, I. Stempf, J. Galindo, ibid. 1993, 105, 1093-1095 and 1993, 32, 1044-1046; d) Y. Nakamura, S. Takeuchi, A. Ohira, Y. Ohgo, Tetrahedron Lett. 1996, 37, 2805-2808; e) K. Ishihara, S. Nakamura, M. Kaneeda, H. Yamamoto, J. Am. Chem. Soc. 1996, 118, 12854-12855.
5. Asymmetric protonations of enolates using a catalytic amount of chiral proton sources: a) A. Yanagisawa, T. Kikuchi, T. Watanabe, T. Kuribayashi, H. Yamamoto, Synlett 1995, 372-374; b) C. Fehr, J. Galindo, Angew. Chem. 1994, 106, 1967-1968; Angew. Chem. Int. Ed. Engl. 1994, 33, 1888-1889; c) C. Fehr, I. Stempf, J. Galindo, ibid. 1993, 105, 1093-1095 and 1993, 32, 1044-1046; d) Y. Nakamura, S. Takeuchi, A. Ohira, Y. Ohgo, Tetrahedron Lett. 1996, 37, 2805-2808; e) K. Ishihara, S. Nakamura, M. Kaneeda, H. Yamamoto, J. Am. Chem. Soc. 1996, 118, 12854-12855.
6. Asymmetric protonations of enolates using a catalytic amount of chiral proton sources: a) A. Yanagisawa, T. Kikuchi, T. Watanabe, T. Kuribayashi, H. Yamamoto, Synlett 1995, 372-374; b) C. Fehr, J. Galindo, Angew. Chem. 1994, 106, 1967-1968; Angew. Chem. Int. Ed. Engl. 1994, 33, 1888-1889; c) C. Fehr, I. Stempf, J. Galindo, ibid. 1993, 105, 1093-1095 and 1993, 32, 1044-1046; d) Y. Nakamura, S. Takeuchi, A. Ohira, Y. Ohgo, Tetrahedron Lett. 1996, 37, 2805-2808; e) K. Ishihara, S. Nakamura, M. Kaneeda, H. Yamamoto, J. Am. Chem. Soc. 1996, 118, 12854-12855.
7. Asymmetric protonations of enolates using a catalytic amount of chiral proton sources: a) A. Yanagisawa, T. Kikuchi, T. Watanabe, T. Kuribayashi, H. Yamamoto, Synlett 1995, 372-374; b) C. Fehr, J. Galindo, Angew. Chem. 1994, 106, 1967-1968; Angew. Chem. Int. Ed. Engl. 1994, 33, 1888-1889; c) C. Fehr, I. Stempf, J. Galindo, ibid. 1993, 105, 1093-1095 and 1993, 32, 1044-1046; d) Y. Nakamura, S. Takeuchi, A. Ohira, Y. Ohgo, Tetrahedron Lett. 1996, 37, 2805-2808; e) K. Ishihara, S. Nakamura, M. Kaneeda, H. Yamamoto, J. Am. Chem. Soc. 1996, 118, 12854-12855.
8. Asymmetric protonations of enolates using a catalytic amount of chiral proton sources: a) A. Yanagisawa, T. Kikuchi, T. Watanabe, T. Kuribayashi, H. Yamamoto, Synlett 1995, 372-374; b) C. Fehr, J. Galindo, Angew. Chem. 1994, 106, 1967-1968; Angew. Chem. Int. Ed. Engl. 1994, 33, 1888-1889; c) C. Fehr, I. Stempf, J. Galindo, ibid. 1993, 105, 1093-1095 and 1993, 32, 1044-1046; d) Y. Nakamura, S. Takeuchi, A. Ohira, Y. Ohgo, Tetrahedron Lett. 1996, 37, 2805-2808; e) K. Ishihara, S. Nakamura, M. Kaneeda, H. Yamamoto, J. Am. Chem. Soc. 1996, 118, 12854-12855.
9. Asymmetric protonations of enolates using a catalytic amount of chiral proton sources: a) A. Yanagisawa, T. Kikuchi, T. Watanabe, T. Kuribayashi, H. Yamamoto, Synlett 1995, 372-374; b) C. Fehr, J. Galindo, Angew. Chem. 1994, 106, 1967-1968; Angew. Chem. Int. Ed. Engl. 1994, 33, 1888-1889; c) C. Fehr, I. Stempf, J. Galindo, ibid. 1993, 105, 1093-1095 and 1993, 32, 1044-1046; d) Y. Nakamura, S. Takeuchi, A. Ohira, Y. Ohgo, Tetrahedron Lett. 1996, 37, 2805-2808; e) K. Ishihara, S. Nakamura, M. Kaneeda, H. Yamamoto, J. Am. Chem. Soc. 1996, 118, 12854-12855.