Chiral quaternary ammonium salts as solid state catalysts for the enantioselective addition of diethylzinc to aldehydes

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 1, 1990, Pages 43-44

  Soai, Kenso ^a   Watanabe, Masami ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 25844511745     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39900000043     Document Type: Article

References (13)

1. K. Soai, S. Niwa and M. Watanabe, J. Org. Chem., 1988, 53, 927.
2. K. Soai, S. Niwa and M. Watanabe, J. Chem. Soc., Perkin Trans. 1, 1989 109.
3. S. Itsuno and J. M. J. Frechet, J. Org. Chem., 1987, 52, 4142.
4. N. Kobayashi and K. Iwai, J. Polym. Sci., Polym. Chem. Ed., 1980, 18, 923.
5. G. Parrinello and J. K. Stille, J. Am. Chem. Soc., 1987, 109, 7122.
6. S. Julia, A. Ginebreda, J. Guixer, J. Masana, A. Tomas and S. Colonna, J. Chem. Soc., Perkin Trans. 1, 1981 574.
7. Compound (1b) has been used as a chiral phase transfer catalyst in asymmetric alkylation of β-keto ester with alkyl halide in 5–6% e.e. See, and J.-C. Fiaud, Tetrahedron Lett., 1975, 3495.
8. M. Chastrette and R. Amouroux, Tetrahedron Lett., 1970 5165.
9. K. Soai, S. Niwa, Y. Yamada and H. Inoue, Tetrahedron Lett., 1987, 28, 4841.
10. K. Soai, A. Ookawa, T. Kaba and K. Ogawa, J. Am. Chem. Soc., 1987, 109, 711.
11. M. Kitamura, S. Okada, S. Suga and R. Noyori, J. Am. Chem. Soc., 1989, 111, 4208.
12. M. Yoshioka, T. Kawakita and M. Ohno, Tetrahedron Lett., 1989, 30, 1657.
13. K. Soai, M. Watanabe and M. Koyano, J. Chem. Soc., Chem. Commun., 1989 534., and references cited therein.