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Volumn 70, Issue 5, 2005, Pages 1796-1801

Remote stereocontrol by sulfinyl groups: Reduction of δ- ketosulfoxides

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; KETONES; REDUCTION; SULFUR COMPOUNDS; YTTERBIUM;

EID: 14544308802     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo047999j     Document Type: Article
Times cited : (26)

References (42)
  • 23
    • 33845375977 scopus 로고
    • and references therein
    • Selected references: (a) Solladié, G.; Fréchou, C.; Demailly, G.; Greek, C. J. Org. Chem. 1986, 51, 1912 and references therein. (b) Carreño, M. C.; García Ruano, J. L.; Martín, A. M.; Pedregal, C.; Rodríguez, J. H.; Rubio, A.; Sánchez, J.; Solladié, G. J. Org. Chem. 1990, 55, 2120. (c) Barros, D.; Carreño, M. C.; Garcia-Ruano, J. L.; Maestro, M. C. Tetrahedron Lett. 1992, 33, 2733. (d) Nakamura, S.; Nakayama, J.; Toru, T. J. Org. Chem. 2003, 68, 5766. (e) Brinkmann, Y.; Carreño, M. C.; Urbano, A.; Colobert, F.; Solladié, G. Org. Lett. 2004, 6, 4335.
    • (1986) J. Org. Chem. , vol.51 , pp. 1912
    • Solladié, G.1    Fréchou, C.2    Demailly, G.3    Greek, C.4
  • 24
    • 0001296747 scopus 로고
    • Selected references: (a) Solladié, G.; Fréchou, C.; Demailly, G.; Greek, C. J. Org. Chem. 1986, 51, 1912 and references therein. (b) Carreño, M. C.; García Ruano, J. L.; Martín, A. M.; Pedregal, C.; Rodríguez, J. H.; Rubio, A.; Sánchez, J.; Solladié, G. J. Org. Chem. 1990, 55, 2120. (c) Barros, D.; Carreño, M. C.; Garcia-Ruano, J. L.; Maestro, M. C. Tetrahedron Lett. 1992, 33, 2733. (d) Nakamura, S.; Nakayama, J.; Toru, T. J. Org. Chem. 2003, 68, 5766. (e) Brinkmann, Y.; Carreño, M. C.; Urbano, A.; Colobert, F.; Solladié, G. Org. Lett. 2004, 6, 4335.
    • (1990) J. Org. Chem. , vol.55 , pp. 2120
    • Carreño, M.C.1    García Ruano, J.L.2    Martín, A.M.3    Pedregal, C.4    Rodríguez, J.H.5    Rubio, A.6    Sánchez, J.7    Solladié, G.8
  • 25
    • 0026534428 scopus 로고
    • Selected references: (a) Solladié, G.; Fréchou, C.; Demailly, G.; Greek, C. J. Org. Chem. 1986, 51, 1912 and references therein. (b) Carreño, M. C.; García Ruano, J. L.; Martín, A. M.; Pedregal, C.; Rodríguez, J. H.; Rubio, A.; Sánchez, J.; Solladié, G. J. Org. Chem. 1990, 55, 2120. (c) Barros, D.; Carreño, M. C.; Garcia-Ruano, J. L.; Maestro, M. C. Tetrahedron Lett. 1992, 33, 2733. (d) Nakamura, S.; Nakayama, J.; Toru, T. J. Org. Chem. 2003, 68, 5766. (e) Brinkmann, Y.; Carreño, M. C.; Urbano, A.; Colobert, F.; Solladié, G. Org. Lett. 2004, 6, 4335.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 2733
    • Barros, D.1    Carreño, M.C.2    Garcia-Ruano, J.L.3    Maestro, M.C.4
  • 26
    • 0037999772 scopus 로고    scopus 로고
    • Selected references: (a) Solladié, G.; Fréchou, C.; Demailly, G.; Greek, C. J. Org. Chem. 1986, 51, 1912 and references therein. (b) Carreño, M. C.; García Ruano, J. L.; Martín, A. M.; Pedregal, C.; Rodríguez, J. H.; Rubio, A.; Sánchez, J.; Solladié, G. J. Org. Chem. 1990, 55, 2120. (c) Barros, D.; Carreño, M. C.; Garcia-Ruano, J. L.; Maestro, M. C. Tetrahedron Lett. 1992, 33, 2733. (d) Nakamura, S.; Nakayama, J.; Toru, T. J. Org. Chem. 2003, 68, 5766. (e) Brinkmann, Y.; Carreño, M. C.; Urbano, A.; Colobert, F.; Solladié, G. Org. Lett. 2004, 6, 4335.
    • (2003) J. Org. Chem. , vol.68 , pp. 5766
    • Nakamura, S.1    Nakayama, J.2    Toru, T.3
  • 27
    • 9444283157 scopus 로고    scopus 로고
    • Selected references: (a) Solladié, G.; Fréchou, C.; Demailly, G.; Greek, C. J. Org. Chem. 1986, 51, 1912 and references therein. (b) Carreño, M. C.; García Ruano, J. L.; Martín, A. M.; Pedregal, C.; Rodríguez, J. H.; Rubio, A.; Sánchez, J.; Solladié, G. J. Org. Chem. 1990, 55, 2120. (c) Barros, D.; Carreño, M. C.; Garcia-Ruano, J. L.; Maestro, M. C. Tetrahedron Lett. 1992, 33, 2733. (d) Nakamura, S.; Nakayama, J.; Toru, T. J. Org. Chem. 2003, 68, 5766. (e) Brinkmann, Y.; Carreño, M. C.; Urbano, A.; Colobert, F.; Solladié, G. Org. Lett. 2004, 6, 4335.
    • (2004) Org. Lett. , vol.6 , pp. 4335
    • Brinkmann, Y.1    Carreño, M.C.2    Urbano, A.3    Colobert, F.4    Solladié, G.5
  • 39
    • 14544299326 scopus 로고    scopus 로고
    • note
    • The compounds resulting from the nucleophilic substitution of the p-tolyl group by the alkyl group of the lithium reagent were also obtained as nondesired byproducts.
  • 40
    • 14544299701 scopus 로고    scopus 로고
    • note
    • The approach of the DIBAL to the opposite face, which would yield compounds 4, is hindered by the substituents at Yb.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.