Diastereoface-differentiating oxidation of 1-cyclohexenyl ether using a 2,4-pentanediol tether

Tetrahedron Asymmetry

Volumn 9, Issue 6, 1998, Pages 1007-1013

  Sugimura, Takashi ^a   Iguchi, Hiromitsu ^a   Tsuchida, Rumiko ^a   Tai, Akira ^a   Nishiyama, Norio ^a   Hakushi, Tadao ^a  

^a UNIVERSITY OF HYOGO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1 CYCLOHEXENYL ETHER; ACETYLACETONE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; DRUG OXIDATION; DRUG SYNTHESIS; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0032571461     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00046-9     Document Type: Article

References (30)

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24. Enantiodifferentiating oxidation of enol ethers to give oc-hydroxyketone of moderately high ee was also reported: F. A. Davis; M. S. Haque J. Org. Chem. 1986, 51, 4083-85. M. Masui; A. Ando; T. Shioiri Tetrahedron Lett. 1988, 29, 2835-38. F. A. Davis; A. C. Sheppard; G. S. Lal Tetrahedron Lett. 1989, 30, 779-82. F. A. Davis; M. C. Weismiller; G. S. Lal; B.-C. Chen; R. M. Przeslawski Tetrahedron Lett. 1989, 30, 1613-16. F. A. Davis; A. C. Sheppard Tetrahedron 1989, 45, 5703-5742. F. D. Davis; B.-C. Chen Tetrahedron Lett. 1990, 31, 6823-26. F. D. Davis; A. C. Sheppard; B.-C. Chen; M. S. Haque J. Am. Chem. Soc. 1990, 112, 6679-90. F. A. Davis; A. Kumar; B.-C. Chen J. Org. Chem. 1991, 56, 1143-45.
25. Enantiodifferentiating oxidation of enol ethers to give oc-hydroxyketone of moderately high ee was also reported: F. A. Davis; M. S. Haque J. Org. Chem. 1986, 51, 4083-85. M. Masui; A. Ando; T. Shioiri Tetrahedron Lett. 1988, 29, 2835-38. F. A. Davis; A. C. Sheppard; G. S. Lal Tetrahedron Lett. 1989, 30, 779-82. F. A. Davis; M. C. Weismiller; G. S. Lal; B.-C. Chen; R. M. Przeslawski Tetrahedron Lett. 1989, 30, 1613-16. F. A. Davis; A. C. Sheppard Tetrahedron 1989, 45, 5703-5742. F. D. Davis; B.-C. Chen Tetrahedron Lett. 1990, 31, 6823-26. F. D. Davis; A. C. Sheppard; B.-C. Chen; M. S. Haque J. Am. Chem. Soc. 1990, 112, 6679-90. F. A. Davis; A. Kumar; B.-C. Chen J. Org. Chem. 1991, 56, 1143-45.
26. Enantiodifferentiating oxidation of enol ethers to give oc-hydroxyketone of moderately high ee was also reported: F. A. Davis; M. S. Haque J. Org. Chem. 1986, 51, 4083-85. M. Masui; A. Ando; T. Shioiri Tetrahedron Lett. 1988, 29, 2835-38. F. A. Davis; A. C. Sheppard; G. S. Lal Tetrahedron Lett. 1989, 30, 779-82. F. A. Davis; M. C. Weismiller; G. S. Lal; B.-C. Chen; R. M. Przeslawski Tetrahedron Lett. 1989, 30, 1613-16. F. A. Davis; A. C. Sheppard Tetrahedron 1989, 45, 5703-5742. F. D. Davis; B.-C. Chen Tetrahedron Lett. 1990, 31, 6823-26. F. D. Davis; A. C. Sheppard; B.-C. Chen; M. S. Haque J. Am. Chem. Soc. 1990, 112, 6679-90. F. A. Davis; A. Kumar; B.-C. Chen J. Org. Chem. 1991, 56, 1143-45.
27. Enantiodifferentiating oxidation of enol ethers to give oc-hydroxyketone of moderately high ee was also reported: F. A. Davis; M. S. Haque J. Org. Chem. 1986, 51, 4083-85. M. Masui; A. Ando; T. Shioiri Tetrahedron Lett. 1988, 29, 2835-38. F. A. Davis; A. C. Sheppard; G. S. Lal Tetrahedron Lett. 1989, 30, 779-82. F. A. Davis; M. C. Weismiller; G. S. Lal; B.-C. Chen; R. M. Przeslawski Tetrahedron Lett. 1989, 30, 1613-16. F. A. Davis; A. C. Sheppard Tetrahedron 1989, 45, 5703-5742. F. D. Davis; B.-C. Chen Tetrahedron Lett. 1990, 31, 6823-26. F. D. Davis; A. C. Sheppard; B.-C. Chen; M. S. Haque J. Am. Chem. Soc. 1990, 112, 6679-90. F. A. Davis; A. Kumar; B.-C. Chen J. Org. Chem. 1991, 56, 1143-45.
28. Enantiodifferentiating oxidation of enol ethers to give oc-hydroxyketone of moderately high ee was also reported: F. A. Davis; M. S. Haque J. Org. Chem. 1986, 51, 4083-85. M. Masui; A. Ando; T. Shioiri Tetrahedron Lett. 1988, 29, 2835-38. F. A. Davis; A. C. Sheppard; G. S. Lal Tetrahedron Lett. 1989, 30, 779-82. F. A. Davis; M. C. Weismiller; G. S. Lal; B.-C. Chen; R. M. Przeslawski Tetrahedron Lett. 1989, 30, 1613-16. F. A. Davis; A. C. Sheppard Tetrahedron 1989, 45, 5703-5742. F. D. Davis; B.-C. Chen Tetrahedron Lett. 1990, 31, 6823-26. F. D. Davis; A. C. Sheppard; B.-C. Chen; M. S. Haque J. Am. Chem. Soc. 1990, 112, 6679-90. F. A. Davis; A. Kumar; B.-C. Chen J. Org. Chem. 1991, 56, 1143-45.
29. Enantiodifferentiating oxidation of enol ethers to give oc-hydroxyketone of moderately high ee was also reported: F. A. Davis; M. S. Haque J. Org. Chem. 1986, 51, 4083-85. M. Masui; A. Ando; T. Shioiri Tetrahedron Lett. 1988, 29, 2835-38. F. A. Davis; A. C. Sheppard; G. S. Lal Tetrahedron Lett. 1989, 30, 779-82. F. A. Davis; M. C. Weismiller; G. S. Lal; B.-C. Chen; R. M. Przeslawski Tetrahedron Lett. 1989, 30, 1613-16. F. A. Davis; A. C. Sheppard Tetrahedron 1989, 45, 5703-5742. F. D. Davis; B.-C. Chen Tetrahedron Lett. 1990, 31, 6823-26. F. D. Davis; A. C. Sheppard; B.-C. Chen; M. S. Haque J. Am. Chem. Soc. 1990, 112, 6679-90. F. A. Davis; A. Kumar; B.-C. Chen J. Org. Chem. 1991, 56, 1143-45.
30. Enantiodifferentiating oxidation of enol ethers to give oc-hydroxyketone of moderately high ee was also reported: F. A. Davis; M. S. Haque J. Org. Chem. 1986, 51, 4083-85. M. Masui; A. Ando; T. Shioiri Tetrahedron Lett. 1988, 29, 2835-38. F. A. Davis; A. C. Sheppard; G. S. Lal Tetrahedron Lett. 1989, 30, 779-82. F. A. Davis; M. C. Weismiller; G. S. Lal; B.-C. Chen; R. M. Przeslawski Tetrahedron Lett. 1989, 30, 1613-16. F. A. Davis; A. C. Sheppard Tetrahedron 1989, 45, 5703-5742. F. D. Davis; B.-C. Chen Tetrahedron Lett. 1990, 31, 6823-26. F. D. Davis; A. C. Sheppard; B.-C. Chen; M. S. Haque J. Am. Chem. Soc. 1990, 112, 6679-90. F. A. Davis; A. Kumar; B.-C. Chen J. Org. Chem. 1991, 56, 1143-45.