Axial chirality control by 2,4-pentanediol or its analogue as a simple chiral linking bridge. Highly diastereodifferentiating homocoupling of a 1-lithio-2-naphthyl ether

Tetrahedron Asymmetry

Volumn 8, Issue 4, 1997, Pages 649-655

  Sugimura, Takashi ^a   Yamada, Hideyuki ^a   Inoue, Shintaro ^a   Tai, Akira ^a  

^a UNIVERSITY OF HYOGO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

NAPHTHOL DERIVATIVE; REAGENT;

ARTICLE; CHIRALITY; CROSS LINKING; DIASTEREOISOMER; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOISOMERISM;

EID: 0031579463     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00022-0     Document Type: Article

References (20)

1. 1. T. Sugimura; T. Futagawa; A. Tai, Tetrahedron Lett., 1988, 29, 5775. T. Sugimura; M. Yoshikawa; T. Futagawa; A. Tai, Tetrahedron, 1990, 46, 5955. T. Sugimura; T. Katagiri; A. Tai, Tetrahedron Lett., 1992, 33, 367.
2. 1. T. Sugimura; T. Futagawa; A. Tai, Tetrahedron Lett., 1988, 29, 5775. T. Sugimura; M. Yoshikawa; T. Futagawa; A. Tai, Tetrahedron, 1990, 46, 5955. T. Sugimura; T. Katagiri; A. Tai, Tetrahedron Lett., 1992, 33, 367.
3. 1. T. Sugimura; T. Futagawa; A. Tai, Tetrahedron Lett., 1988, 29, 5775. T. Sugimura; M. Yoshikawa; T. Futagawa; A. Tai, Tetrahedron, 1990, 46, 5955. T. Sugimura; T. Katagiri; A. Tai, Tetrahedron Lett., 1992, 33, 367.
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13. 5. By using the improved tartaric acid modified Raney nickel catalyst, over 100 g of enantiomerically pure PD can be obtained in one go by hydrogenation of 2,4-pentanedione in 1000 ml autoclave and three recrystallizations. A. Tai; T. Kikukawa; T. Sugimura; Y. Inoue; T. Osawa; S. Fujii, J. Chem. Soc., Chem. Commun., 1991, 795. A. Tai; T. Kikukawa; T. Sugimura; Y. Inoue; S. Abe; T. Osawa; T. Harada, Bull. Chem. Soc. Jpn., 1994, 67, 2473.
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