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Volumn 54, Issue 38, 1998, Pages 11405-11420

BMPD, a novel C2-chiral 1,3-diketone ligand; synthesis and application to an asymmetric catalytic reaction

Author keywords

[No Author keywords available]

Indexed keywords

1,3 BIS(2 METHYLFERROCENYL)PROPANE 1,3 DIONE; 1,3 DIKETONE LIGAND; ACETYLFERROCENE; ALDEHYDE; CYANOHYDRIN; FERROCENECARBOXYLATE; LIGAND; UNCLASSIFIED DRUG;

EID: 0032541547     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00695-4     Document Type: Article
Times cited : (48)

References (35)
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    • A part of this work was done at Kao Institute for Fundamental Research, Tochigi, Japan
    • 1. A part of this work was done at Kao Institute for Fundamental Research, Tochigi, Japan.
  • 2
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    • Present address: c/o Prof. Toyoichi Tanaka, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA
    • 2. Present address: c/o Prof. Toyoichi Tanaka, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA.
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    • note
    • 14. In Eqs. 2≃4, Fc*=(R)-2-methylferrocenyl-.
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    • 9; Sasai, H. Suzuki, T.; Arai, S.; Arai, T.; Shibasaki, M. J. Am. Chem. Soc. 1992, 114, 4418-4419. Recent example of catalytic asymmetric silylcyanation reaction: Hyashi, M.; Inoue, T.; Miyamoto, Y.; Oguni, N. Tetrahedron 1994, 50, 4385-4398. Mori, M.; Imma, H.; Nakai, T. Tetrahedron Lett. 1997, 38, 6229-6232. Recent review of silylcyanation: North, M. Synlett 1993, 807-820.
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    • 9; Sasai, H. Suzuki, T.; Arai, S.; Arai, T.; Shibasaki, M. J. Am. Chem. Soc. 1992, 114, 4418-4419. Recent example of catalytic asymmetric silylcyanation reaction: Hyashi, M.; Inoue, T.; Miyamoto, Y.; Oguni, N. Tetrahedron 1994, 50, 4385-4398. Mori, M.; Imma, H.; Nakai, T. Tetrahedron Lett. 1997, 38, 6229-6232. Recent review of silylcyanation: North, M. Synlett 1993, 807-820.
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    • 9; Sasai, H. Suzuki, T.; Arai, S.; Arai, T.; Shibasaki, M. J. Am. Chem. Soc. 1992, 114, 4418-4419. Recent example of catalytic asymmetric silylcyanation reaction: Hyashi, M.; Inoue, T.; Miyamoto, Y.; Oguni, N. Tetrahedron 1994, 50, 4385-4398. Mori, M.; Imma, H.; Nakai, T. Tetrahedron Lett. 1997, 38, 6229-6232. Recent review of silylcyanation: North, M. Synlett 1993, 807-820.
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    • 9; Sasai, H. Suzuki, T.; Arai, S.; Arai, T.; Shibasaki, M. J. Am. Chem. Soc. 1992, 114, 4418-4419. Recent example of catalytic asymmetric silylcyanation reaction: Hyashi, M.; Inoue, T.; Miyamoto, Y.; Oguni, N. Tetrahedron 1994, 50, 4385-4398. Mori, M.; Imma, H.; Nakai, T. Tetrahedron Lett. 1997, 38, 6229-6232. Recent review of silylcyanation: North, M. Synlett 1993, 807-820.
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    • note
    • 3, presumably hydrated, showed variable results depending on experiments.
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    • Purchased from Soekawa Chemical Co. Japan
    • 18. Purchased from Soekawa Chemical Co. Japan.
  • 30
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    • note
    • 20. For the other aldehydes, we could not see significant improvement of enantioselectivity using the catalyst pretreated with benzaldehyde (2 equiv) at room temperature.


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