Catalytic asymmetric synthesis of optically active alkenes by palladium-catalysed asymmetric reduction of racemic allylic esters with formic acid

Chemical Communications

Volumn , Issue 15, 1996, Pages 1767-1768

  Hayashi, Tamio ^a   Kawatsura, Motoi ^a   Iwamura, Hiroshi ^a   Yamaura, Yousuke ^a   Uozumi, Yasuhiro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001916342     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/cc9960001767     Document Type: Article

References (15)

1. For a review: J. Tsuji and T. Mandai, Synthesis, 1996, 1.
2. Y. Uozumi and T. Hayashi, J. Am. Chem. Soc., 1991, 113, 9887; Y. Uozumi, A. Tanahashi, S.-Y. Lee and T. Hayashi, J. Org. Chem., 1993, 58, 1945.
3. Y. Uozumi and T. Hayashi, J. Am. Chem. Soc., 1991, 113, 9887; Y. Uozumi, A. Tanahashi, S.-Y. Lee and T. Hayashi, J. Org. Chem., 1993, 58, 1945.
4. T. Hayashi, H. Iwamura, Y. Uozumi, Y. Matsumoto and F. Ozawa, Synthesis, 1994, 526.
5. T. Hayashi, H. Iwamura, M. Naito, Y. Matsumoto, Y. Uozumi, M. Miki and K. Yanagi, J. Am. Chem.Soc., 1994, 116, 775.
6. T. Hayashi, H. Iwamura and Y. Uozumi, Tetrahedron Lett., 1994, 35, 4813.
7. For reviews on catalytic asymmetric allylic substitutions: B. M. Trost and D. L. Van Vranken, Chem. Rev., 1996, 96, 395; T. Hayashi, Catalytic Asymmetric Synthesis, ed. I. Ojima, VCH, New York, 1993, p. 325.
8. For reviews on catalytic asymmetric allylic substitutions: B. M. Trost and D. L. Van Vranken, Chem. Rev., 1996, 96, 395; T. Hayashi, Catalytic Asymmetric Synthesis, ed. I. Ojima, VCH, New York, 1993, p. 325.
9. L. Westman, Arkiv. Kemi, 1958, 12, 161; Chem. Abstr., 1958, 52, 14574.
10. L. Westman, Arkiv. Kemi, 1958, 12, 161; Chem. Abstr., 1958, 52, 14574.
11. The absolute configuration was determined by correlation with known (S)-(-)-1-carboxyindan; A. Fredga, Chem. Ber., 1956, 89, 322.
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13. Hydride transfer takes place from the same side as palladium: See ref. 1 and M. Oshima, I. Shimizu, A. Yamamoto and F. Ozawa, Organometallics, 1991, 10, 1221.
14. D. Arigoni and O. Jeger, Helv. Chim. Acta. 1954, 37, 881; S. E. Denmark and L. K. Marble, J. Org. Chem., 1990, 55, 1984.
15. D. Arigoni and O. Jeger, Helv. Chim. Acta. 1954, 37, 881; S. E. Denmark and L. K. Marble, J. Org. Chem., 1990, 55, 1984.