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Volumn 38, Issue 48, 1997, Pages 8299-8302

Efficient and practical synthesis of optically active 5-t- butyldimethylsiloxy-2-cyclohexenone as a convenient chiral 2,5- cyclohexadienone synthon

Author keywords

[No Author keywords available]

Indexed keywords

2 CYCLOHEXENONE DERIVATIVE; 3 HYDROXYBUTYRIC ACID; CYCLOHEXANONE DERIVATIVE; FERRIC CHLORIDE; ORGANOMETALLIC COMPOUND; REAGENT; SILOXANE; TERT BUTYL ALCOHOL; TITANIUM;

EID: 0030710575     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10206-4     Document Type: Article
Times cited : (41)

References (22)
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    • Asaoka, M.; Shima, K.; Takei, H. Tetrahedron Lett. 1987, 28, 5669-5672. Asaoka, M.; Takei, H. J. Synth. Org. Chem. Jpn. 1990, 48, 216-228.
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    • Kasatkin, A.; Sato, F. Tetrahedron Lett. 1995, 36, 6079-6082. Kasatkin, A.; Kobayashi, K.; Okamoto, S.; Sato, F. Tetrahedron Lett. 1996, 37, 1849-1852. Lee, J.; Kang C. H.; Kim, H.; Cha, J. K. J. Am. Chem. Soc. 1996, 118, 291-292.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 6079-6082
    • Kasatkin, A.1    Sato, F.2
  • 8
    • 0029970235 scopus 로고    scopus 로고
    • Kasatkin, A.; Sato, F. Tetrahedron Lett. 1995, 36, 6079-6082. Kasatkin, A.; Kobayashi, K.; Okamoto, S.; Sato, F. Tetrahedron Lett. 1996, 37, 1849-1852. Lee, J.; Kang C. H.; Kim, H.; Cha, J. K. J. Am. Chem. Soc. 1996, 118, 291-292.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 1849-1852
    • Kasatkin, A.1    Kobayashi, K.2    Okamoto, S.3    Sato, F.4
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    • 1642548109 scopus 로고    scopus 로고
    • Kasatkin, A.; Sato, F. Tetrahedron Lett. 1995, 36, 6079-6082. Kasatkin, A.; Kobayashi, K.; Okamoto, S.; Sato, F. Tetrahedron Lett. 1996, 37, 1849-1852. Lee, J.; Kang C. H.; Kim, H.; Cha, J. K. J. Am. Chem. Soc. 1996, 118, 291-292.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 291-292
    • Lee, J.1    Kang, C.H.2    Kim, H.3    Cha, J.K.4
  • 10
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    • note
    • 2; hexanes-ether) to give the title compound (1.73g; 76%) as a colorless oil.
  • 11
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    • note
    • 3).
  • 12
    • 0000820784 scopus 로고
    • Ito, Y.; Fujii, S.; Saegusa, T. J. Org. Chem. 1976, 41, 2073-2074. Ito, Y.; Fujii, S.; Nakatsuka, M.; Kawamoto, F.; Saegusa, T. Org. Synth. Coll. Vol. 6, 1988, 327-333.
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    • and references cited therein
    • N,N′-Dimethylpropyleneurea (DMPU) was employed as a substitute for the highly toxic HMPA commonly used for this reaction: see The Encyclopedia of Reagents in Organic Synthesis 1995, 2123-2127 (L. Paquette Ed.) and references cited therein. For the use of triethylphosphite in the coupling reaction, see: Alexakis, A.; Cahiez, G.; Normant, J. F. Synthesis 1979, 826-830.
    • (1995) The Encyclopedia of Reagents in Organic Synthesis , pp. 2123-2127
    • Paquette, L.1
  • 15
    • 84981574760 scopus 로고
    • N,N′-Dimethylpropyleneurea (DMPU) was employed as a substitute for the highly toxic HMPA commonly used for this reaction: see The Encyclopedia of Reagents in Organic Synthesis 1995, 2123-2127 (L. Paquette Ed.) and references cited therein. For the use of triethylphosphite in the coupling reaction, see: Alexakis, A.; Cahiez, G.; Normant, J. F. Synthesis 1979, 826-830.
    • (1979) Synthesis , pp. 826-830
    • Alexakis, A.1    Cahiez, G.2    Normant, J.F.3
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    • 3): Allinger, N. L.; Riew, C. K. J. Org. Chem. 1975, 40, 1316-1321. Gorthey, L. A.; Vairamani, M.; Djerassi, C. J. Org. Chem. 1985, 50, 4173-4182.
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    • note
    • 3): 200.7 (4); 147.3 (3); 132.8 (3); 66.4 (3); 52.8 (2); 36.2 (2); 25.6 (2); 25.6 (1); 17.8 (4); -5.0 (1); -5.1 (1).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.