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Volumn 121, Issue 18, 1999, Pages 4516-4517

[3 + 2] Cycloaddition of Fischer alkenyl carbene complexes to enamines: An efficient asymmetric approach to cyclopentanoids

Author keywords

[No Author keywords available]

Indexed keywords

ALKENYL GROUP; CARBON; CYCLOPENTADIENE DERIVATIVE; CYCLOPENTANE DERIVATIVE; ENAMINE;

EID: 0033549084     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9825736     Document Type: Article
Times cited : (55)

References (36)
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    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 239-270
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  • 2
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    • Trost, B. M., Fleming, I., Eds.; Pergamon: New York, Chapter 3.2
    • (b) Chan, D. M. T. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: New York, 1991; Vol. 5, Chapter 3.2, pp 271-314.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 271-314
    • Chan, D.M.T.1
  • 6
    • 0030974493 scopus 로고    scopus 로고
    • For recent examples of dimethylene synthons, see: (a) Zhu, G.; Chen, Z.; Jiang, Q.; Xiao, D.; Cao, P.; Zhang, X. J. Am. Chem. Soc. 1997, 119, 3836. (b) Knölker, H.-L; Foitzik, N.; Goesmann, H.; Graf, R.; Jones, P. G.; Wanzl, G. Chem.-Eur. J. 1997, 3, 538. Choi, G. M.; Yeon, S. H.; Jin, J.; Yoo, B. R.; Jung, I. N. Organometallics 1997,16, 5158.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 3836
    • Zhu, G.1    Chen, Z.2    Jiang, Q.3    Xiao, D.4    Cao, P.5    Zhang, X.6
  • 7
    • 0041102806 scopus 로고    scopus 로고
    • For recent examples of dimethylene synthons, see: (a) Zhu, G.; Chen, Z.; Jiang, Q.; Xiao, D.; Cao, P.; Zhang, X. J. Am. Chem. Soc. 1997, 119, 3836. (b) Knölker, H.-L; Foitzik, N.; Goesmann, H.; Graf, R.; Jones, P. G.; Wanzl, G. Chem.-Eur. J. 1997, 3, 538. Choi, G. M.; Yeon, S. H.; Jin, J.; Yoo, B. R.; Jung, I. N. Organometallics 1997,16, 5158.
    • (1997) Chem.-Eur. J. , vol.3 , pp. 538
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  • 8
    • 0000446955 scopus 로고    scopus 로고
    • For recent examples of dimethylene synthons, see: (a) Zhu, G.; Chen, Z.; Jiang, Q.; Xiao, D.; Cao, P.; Zhang, X. J. Am. Chem. Soc. 1997, 119, 3836. (b) Knölker, H.-L; Foitzik, N.; Goesmann, H.; Graf, R.; Jones, P. G.; Wanzl, G. Chem.-Eur. J. 1997, 3, 538. Choi, G. M.; Yeon, S. H.; Jin, J.; Yoo, B. R.; Jung, I. N. Organometallics 1997,16, 5158.
    • (1997) Organometallics , vol.16 , pp. 5158
    • Choi, G.M.1    Yeon, S.H.2    Jin, J.3    Yoo, B.R.4    Jung, I.N.5
  • 9
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    • Helmchen, G., Hoffmann, R., Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart
    • (a) Binger, P.; Fox, D. In Houben-Weyl: Stereoselective Synthesis; Helmchen, G., Hoffmann, R., Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1996; Vol. E 21-5, pp 2997-3059.
    • (1996) Houben-Weyl: Stereoselective Synthesis , vol.E 21-5 , pp. 2997-3059
    • Binger, P.1    Fox, D.2
  • 10
    • 0003321649 scopus 로고
    • Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: New York, Chapter 8.4
    • (b) Harrington, P. J. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Pergamon: New York, 1995; Vol. 12, Chapter 8.4, pp 923-958.
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    • Harrington, P.J.1
  • 27
    • 0344932530 scopus 로고    scopus 로고
    • note
    • 2OH= (+)- and (-)-menthol, (-)-8-phenylmenthol)] failed.
  • 28
    • 0030948204 scopus 로고    scopus 로고
    • For isolated examples of [3 + 2] cyclopentaannulations based on synthons of type IIA, see: (a) Huart, C.; Ghosez, L. Angew. Chem., Int. Ed. Engl. 1997, 36, 634. (b) Takeda, K.; Fujisawa, M.; Makino, T.; Yoshii, E.; Yamaguchi, K. J. Am. Chem. Soc. 1993, 115, 9451.
    • (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 634
    • Huart, C.1    Ghosez, L.2
  • 29
    • 0344070356 scopus 로고
    • For isolated examples of [3 + 2] cyclopentaannulations based on synthons of type IIA, see: (a) Huart, C.; Ghosez, L. Angew. Chem., Int. Ed. Engl. 1997, 36, 634. (b) Takeda, K.; Fujisawa, M.; Makino, T.; Yoshii, E.; Yamaguchi, K. J. Am. Chem. Soc. 1993, 115, 9451.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 9451
    • Takeda, K.1    Fujisawa, M.2    Makino, T.3    Yoshii, E.4    Yamaguchi, K.5
  • 30
    • 0344070355 scopus 로고    scopus 로고
    • note
    • 13C NMR (100 MHz) of the acetal derived from (2S,3S)-2,3-butanediol.
  • 32
    • 0022643696 scopus 로고
    • Cyclopentanones with two orthogonally masked carbonyl functionalities are highly useful synthons in natural products (ref 1b, pp 308-312). See also: Trost, B. M.; Lynch, J.; Renaut, P.; Steinman, D. H. J. Am. Chem. Soc. 1986, 108, 284.
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 284
    • Trost, B.M.1    Lynch, J.2    Renaut, P.3    Steinman, D.H.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.