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Volumn 8, Issue , 2012, Pages 2207-2213

Highly stereocontrolled synthesis of trans-enediynes via carbocupration of fluoroalkylated diynes

Author keywords

Carbocupration; Carbometallation; Diyne; Enediyne; Fluorine; Highly regioselective; Highly stereoselective

Indexed keywords


EID: 84871857753     PISSN: None     EISSN: 18605397     Source Type: Journal    
DOI: 10.3762/bjoc.8.249     Document Type: Article
Times cited : (5)

References (35)
  • 1
    • 31544453578 scopus 로고    scopus 로고
    • New zirconium-mediated approach toward regio- and stereocontrolled synthesis of trans-enediynes
    • DOI 10.1021/ol052706+
    • Liu, Y.; Gao, H. Org. Lett. 2006, 8, 309-311 doi:10.1021/ol052706+ (Pubitemid 43163989)
    • (2006) Organic Letters , vol.8 , Issue.2 , pp. 309-311
    • Liu, Y.1    Gao, H.2
  • 2
    • 20144379689 scopus 로고    scopus 로고
    • Conjugated oligoenynes based on the diethynylethene unit
    • DOI 10.1021/cr9903353
    • Nielsen, M. B.; Diederich, F. Chem. Rev. 2005, 105, 1837-1868 doi:10.1021/cr9903353 (Pubitemid 40773669)
    • (2005) Chemical Reviews , vol.105 , Issue.5 , pp. 1837-1867
    • Nielsen, M.B.1    Diederich, F.2
  • 3
    • 17044396896 scopus 로고    scopus 로고
    • doi:10.1002/(SICI)1521-3773(19990517)38:10<1350::AID-ANIE1350>3 .0.CO;2-6
    • Martin, R. E.; Diederich, F. Angew. Chem., Int. Ed. 1999, 38, 1350-1377 doi:10.1002/(SICI)1521-3773(19990517)38:10<1350::AID-ANIE1350>3 .0.CO;2-6
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1350-1377
    • Martin, R.E.1    Diederich, F.2
  • 4
    • 33845632448 scopus 로고    scopus 로고
    • 3-substituted enediynes and their coupling reactions
    • DOI 10.1016/j.tetlet.2006.11.111, PII S0040403906023471
    • Jeon, H. H.; Son, J. B.; Choi, J. H.; Jeong, I. H. Tetrahedron Lett. 2007, 48, 627-631 doi:10.1016/j.tetlet.2006.11.111 (Pubitemid 44958939)
    • (2007) Tetrahedron Letters , vol.48 , Issue.4 , pp. 627-631
    • Jeon, H.H.1    Son, J.B.2    Choi, J.H.3    Jeong, I.H.4
  • 5
    • 11144225889 scopus 로고    scopus 로고
    • Reaction of octafluorocyclopentene with various carbon nucleophiles
    • DOI 10.1016/j.jfluchem.2004.10.047, PII S0022113904003537
    • Yamada, S.; Konno, T.; Ishihara, T.; Yamanaka, H. J. Fluorine Chem. 2005, 126, 125-133 doi:10.1016/j.jfluchem.2004.10.047 (Pubitemid 40051279)
    • (2005) Journal of Fluorine Chemistry , vol.126 , Issue.1 , pp. 125-133
    • Yamada, S.1    Konno, T.2    Ishihara, T.3    Yamanaka, H.4
  • 6
    • 0242558389 scopus 로고    scopus 로고
    • 3-substituted tri- and tetrasubstituted oxiranes and tetrasubstituted alkenes
    • DOI 10.1016/j.tet.2003.09.098
    • Shimizu, M.; Fujimoto, T.; Liu, X.; Minezaki, H.; Hata, T.; Hiyama, T. Tetrahedron 2003, 59, 9811-9823 doi:10.1016/j.tet.2003.09.098 (Pubitemid 37415178)
    • (2003) Tetrahedron , vol.59 , Issue.49 , pp. 9811-9823
    • Shimizu, M.1    Fujimoto, T.2    Liu, X.3    Minezaki, H.4    Hata, T.5    Hiyama, T.6
  • 8
    • 38149016915 scopus 로고    scopus 로고
    • doi:10.1039/b711844a
    • O'Hagan, D. Chem. Soc. Rev. 2008, 37, 308-319 doi:10.1039/b711844a
    • (2008) Chem. Soc. Rev. , vol.37 , pp. 308-319
    • O'Hagan, D.1
  • 10
    • 0141518144 scopus 로고    scopus 로고
    • Diastereoselective cyclization in chiral diarylethene crystals: Polymorphism and selectivity
    • DOI 10.1021/ol034440h
    • Yamamoto, S.; Matsuda, K.; Irie, M. Org. Lett. 2003, 5, 1769-1772 doi:10.1021/ol034440h (Pubitemid 37162025)
    • (2003) Organic Letters , vol.5 , Issue.10 , pp. 1769-1772
    • Yamamoto, S.1    Matsuda, K.2    Irie, M.3
  • 12
    • 0348080703 scopus 로고    scopus 로고
    • doi:10.1021/cr980069d
    • Irie, M. Chem. Rev. 2000, 100, 1685-1716 doi:10.1021/cr980069d
    • (2000) Chem. Rev. , vol.100 , pp. 1685-1716
    • Irie, M.1
  • 15
    • 1942425006 scopus 로고    scopus 로고
    • Synthesis of two new families of fluorinated compounds: 1H,1H,2H,2H-perfluoro-3,5-alkyldiynols and 1H,1H-perfluoro-2,4-alkyldiynols and their acrylates and methacrylates
    • DOI 10.1016/j.tet.2004.03.053, PII S0040402004003862
    • Robert-Estelrich, A.; Castella-Martínez, M.; López- Calahorra, F. Tetrahedron 2004, 60, 4289-4293 doi:10.1016/j.tet.2004.03.053 (Pubitemid 38510157)
    • (2004) Tetrahedron , vol.60 , Issue.19 , pp. 4289-4293
    • Robert-Estelrich, A.1    Castella-Martinez, M.2    Lopez-Calahorra, F.3
  • 23
    • 0042831506 scopus 로고    scopus 로고
    • Facile syntheses of various per- or polyfluoroalkylated internal acetylene derivatives
    • DOI 10.1016/S0040-4020(03)01199-2
    • Konno, T.; Chae, J.; Kanda, M.; Nagai, G.; Tamura, K.; Ishihara, T.; Yamanaka, H. Tetrahedron 2003, 59, 7571-7580 doi:10.1016/S0040-4020(03)01199-2 (Pubitemid 37093901)
    • (2003) Tetrahedron , vol.59 , Issue.38 , pp. 7571-7580
    • Konno, T.1    Chae, J.2    Kanda, M.3    Nagai, G.4    Tamura, K.5    Ishihara, T.6    Yamanaka, H.7
  • 25
    • 33947727055 scopus 로고    scopus 로고
    • The Sonogashira reaction: A booming methodology in synthetic organic chemistry
    • DOI 10.1021/cr050992x
    • Chinchilla, R.; Nájera, C. Chem. Rev. 2007, 107, 874-922 doi:10.1021/cr050992x (Pubitemid 46504819)
    • (2007) Chemical Reviews , vol.107 , Issue.3 , pp. 874-922
    • Chinchilla, R.1    Najera, C.2
  • 26
    • 33846688751 scopus 로고    scopus 로고
    • Palladium-based catalytic systems for the synthesis of conjugated enynes by sonogashira reactions and related alkynylations
    • DOI 10.1002/anie.200602761
    • Doucet, H.; Hierso, J.-C. Angew. Chem., Int. Ed. 2007, 46, 834-871 doi:10.1002/anie.200602761 (Pubitemid 46192033)
    • (2007) Angewandte Chemie - International Edition , vol.46 , Issue.6 , pp. 834-871
    • Doucet, H.1    Hierso, J.-C.2
  • 27
    • 0030210332 scopus 로고    scopus 로고
    • Eliminations from 2H-Heptafluorobut-2-ene
    • DOI 10.1016/S0022-1139(96)03447-1, PII S0022113996034471
    • Chambers, R. D.; Roche, A. J. J. Fluorine Chem. 1996, 79, 121-124 doi:10.1016/S0022-1139(96)03447-1 (Pubitemid 126162376)
    • (1996) Journal of Fluorine Chemistry , vol.79 , Issue.2 , pp. 121-124
    • Chambers, R.D.1    Roche, A.J.2
  • 30
    • 23944517979 scopus 로고    scopus 로고
    • Highly regio- and stereo-selective carbometallation reaction of fluorine-containing internal acetylenes with organocopper reagents
    • DOI 10.1016/j.tet.2005.07.022, PII S0040402005011944
    • Konno, T.; Daitoh, T.; Noiri, A.; Chae, J.; Ishihara, T.; Yamanaka, H. Tetrahedron 2005, 61, 9391-9404 doi:10.1016/j.tet.2005.07.022 (Pubitemid 41206500)
    • (2005) Tetrahedron , vol.61 , Issue.39 , pp. 9391-9404
    • Konno, T.1    Daitoh, T.2    Noiri, A.3    Chae, J.4    Ishihara, T.5    Yamanaka, H.6
  • 31
    • 1642487666 scopus 로고    scopus 로고
    • A highly regio- and stereoselective carbocupration of fluoroalkylated internal alkynes: A short total synthesis of the antiestrogenic drug panomifene
    • DOI 10.1021/ol036440n
    • Konno, T.; Daitoh, T.; Noiri, A.; Chae, J.; Ishihara, T.; Yamanaka, H. Org. Lett. 2004, 6, 933-936 doi:10.1021/ol036440n (Pubitemid 38402665)
    • (2004) Organic Letters , vol.6 , Issue.6 , pp. 933-936
    • Konno, T.1    Daitoh, T.2    Noiri, A.3    Chae, J.4    Ishihara, T.5    Yamanaka, H.6
  • 33
    • 84871862413 scopus 로고    scopus 로고
    • A New Aspect of Fluoroalkylated Acetylenes: Synthesis and Applications - Hydrometallation and Carbometallation
    • Soloshonok, V. A., Ed.; ACS Publications: Washington, DC, doi:10.1021/bk-2005-0911.ch009
    • Konno, T.; Ishihara, T. A New Aspect of Fluoroalkylated Acetylenes: Synthesis and Applications - Hydrometallation and Carbometallation. In Fluorine-Containing Synthons; Soloshonok, V. A., Ed.; ACS Publications: Washington, DC, 2005; pp 190-203 doi:10.1021/bk-2005-0911.ch009
    • (2005) Fluorine-Containing Synthons , pp. 190-203
    • Konno, T.1    Ishihara, T.2
  • 34
    • 29144453893 scopus 로고    scopus 로고
    • Highly regio- and stereoselective hydrometallation reactions of fluorine-containing internal alkynes: Novel approaches to fluoroalkylated alkenes
    • DOI 10.1016/j.jfluchem.2005.09.015, PII S0022113905002836
    • Konno, T.; Chae, J.; Tanaka, T.; Ishihara, T.; Yamanaka, H. J. Fluorine Chem. 2006, 127, 36-43 doi:10.1016/j.jfluchem.2005.09.015 (Pubitemid 41797525)
    • (2006) Journal of Fluorine Chemistry , vol.127 , Issue.1 , pp. 36-43
    • Konno, T.1    Chae, J.2    Tanaka, T.3    Ishihara, T.4    Yamanaka, H.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.