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Volumn 130, Issue 9, 2008, Pages 2708-2709

Diastereoselective cyclopropanation of ketone enols with Fischer carbene complexes

Author keywords

[No Author keywords available]

Indexed keywords

CARBENOID; KETONE DERIVATIVE;

EID: 40949103521     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja074363b     Document Type: Article
Times cited : (28)

References (29)
  • 1
    • 17444400363 scopus 로고    scopus 로고
    • Dötz, K. H, Ed, Topics in Organometallic Chemistry, Springer-Verlag: Berlin
    • (a) Metal Carbenes in Organic Synthesis; Dötz, K. H., Ed.; Topics in Organometallic Chemistry, Vol. 13; Springer-Verlag: Berlin, 2004.
    • (2004) Metal Carbenes in Organic Synthesis , vol.13
  • 12
    • 24944519327 scopus 로고    scopus 로고
    • The 1,2-addition of a vinylogous lithium enolate to alkynyl(methoxy)- carbene complexes of W has been reported: Barluenga, J.; García- García, P.; Fernández-Rodríguez, M. A.; Aguilar, E.; Merino, I. Angew. Chem., Int. Ed. 2005, 44, 5875-5878.
    • The 1,2-addition of a vinylogous lithium enolate to alkynyl(methoxy)- carbene complexes of W has been reported: Barluenga, J.; García- García, P.; Fernández-Rodríguez, M. A.; Aguilar, E.; Merino, I. Angew. Chem., Int. Ed. 2005, 44, 5875-5878.
  • 16
    • 4644345209 scopus 로고    scopus 로고
    • Rudler, H.; Parlier, A.; Certal, V.; Lastennet, G.; Audouin, M.; Vaissermann, J. Eur. J. Org. Chem. 2004, 2471-2502. See also reference 2.
    • (c) Rudler, H.; Parlier, A.; Certal, V.; Lastennet, G.; Audouin, M.; Vaissermann, J. Eur. J. Org. Chem. 2004, 2471-2502. See also reference 2.
  • 20
    • 0035813664 scopus 로고    scopus 로고
    • For other synthesis of cyclopropanols from FCCs and simple olefins, see
    • For other synthesis of cyclopropanols from FCCs and simple olefins, see: Barluenga, J.; López, S.; Trabanco, A. A.; Flórez, J. Chem. Eur. J. 2001, 7, 4723-4729.
    • (2001) Chem. Eur. J , vol.7 , pp. 4723-4729
    • Barluenga, J.1    López, S.2    Trabanco, A.A.3    Flórez, J.4
  • 21
    • 40949150423 scopus 로고    scopus 로고
    • This heteroannulation reaction is a general process when analogous experiments are conducted with β-unsubstituted ketone lithium enolates
    • This heteroannulation reaction is a general process when analogous experiments are conducted with β-unsubstituted ketone lithium enolates.
  • 22
    • 40949134398 scopus 로고    scopus 로고
    • 13C, DEPT, HSQC, HMBC, COSY and NOESY NMR spectra were measured and in some cases selective NOE experiments.
    • 13C, DEPT, HSQC, HMBC, COSY and NOESY NMR spectra were measured and in some cases selective NOE experiments.
  • 23
    • 40949147142 scopus 로고    scopus 로고
    • Full details of the X-ray crystal-structure studies of 4a, 6c,d and 7c will be described separately.
    • Full details of the X-ray crystal-structure studies of 4a, 6c,d and 7c will be described separately.
  • 24
    • 40949114796 scopus 로고    scopus 로고
    • Upon standing (5°C) they slowly decomposed. In some cases a clean transformation to the corresponding 1,3-diketone has been observed.
    • Upon standing (5°C) they slowly decomposed. In some cases a clean transformation to the corresponding 1,3-diketone has been observed.
  • 25
    • 40949146284 scopus 로고    scopus 로고
    • This reactivity has been proposed to explain the reaction of methoxy-(phenyl)carbene complex of Cr with methyl isobutyrate lithium enolate and allylmagnesium bromide; see reference 2b
    • This reactivity has been proposed to explain the reaction of methoxy-(phenyl)carbene complex of Cr with methyl isobutyrate lithium enolate and allylmagnesium bromide; see reference 2b.
  • 27
    • 0041340694 scopus 로고    scopus 로고
    • Cyclopropanols and in particular cyclopropanediol derivatives provide building blocks of valuable synthetic potential, a Kulinkovich, O. G. Chem. Rev. 2003, 103, 2597-2632
    • Cyclopropanols and in particular cyclopropanediol derivatives provide building blocks of valuable synthetic potential. (a) Kulinkovich, O. G. Chem. Rev. 2003, 103, 2597-2632.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.