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Volumn 74, Issue 3, 2009, Pages 1422-1425

Practical ruthenium-catalyzed cyclocarbonylation of allenyl alcohols in 2,4,6-collidine leading to α,β-unsaturated lactones: Concise stereoselective synthesis of (+)-isomintlactone

Author keywords

[No Author keywords available]

Indexed keywords

ALLENYL; CYCLOCARBONYLATION; GOOD YIELDS; STEREO-SELECTIVE SYNTHESIS;

EID: 64549134692     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo8025127     Document Type: Article
Times cited : (17)

References (82)
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    • For some of more recent examples of 6-membered lactones, see
    • (f) Tachibana, M.; Matsui, C.; Takeuchi, Y.; Suzuki, E.; Umezawa, K. Heterocycles 2008, 76, 1561-1569. For some of more recent examples of 6-membered lactones, see:
    • (2008) Heterocycles , vol.76 , pp. 1561-1569
    • Tachibana, M.1    Matsui, C.2    Takeuchi, Y.3    Suzuki, E.4    Umezawa, K.5
  • 12
    • 44649176384 scopus 로고    scopus 로고
    • For some of more recent examples of 7-membered lactones, see
    • (l) Xiang, W.-S.; Wang, J.-D.; Fan, H.-M.; Wang, X.-J.; Zhang, J. J. Antibiot. 2008, 61, 27-32. For some of more recent examples of 7-membered lactones, see:
    • (2008) J. Antibiot , vol.61 , pp. 27-32
    • Xiang, W.-S.1    Wang, J.-D.2    Fan, H.-M.3    Wang, X.-J.4    Zhang, J.5
  • 24
    • 24944584564 scopus 로고    scopus 로고
    • For some of more recent examples of 6-membered lactones, see
    • (f) Hanessian, S.; Giroux, S.; Buffat, M. Org. Lett. 2005, 7, 3989 3992. For some of more recent examples of 6-membered lactones, see:
    • (2005) Org. Lett , vol.7 , pp. 3989-3992
    • Hanessian, S.1    Giroux, S.2    Buffat, M.3
  • 30
    • 37549027127 scopus 로고    scopus 로고
    • For some of more recent examples of 7-membered lactones, see
    • (l) Prasad, K. R.; Gholap, S. L. J. Org. Chem. 2008, 73, 2-11. For some of more recent examples of 7-membered lactones, see:
    • (2008) J. Org. Chem , vol.73 , pp. 2-11
    • Prasad, K.R.1    Gholap, S.L.2
  • 51
    • 0035817305 scopus 로고    scopus 로고
    • For preparation of 5-6 membered lactams, see: For preparation of 7-8 membered lactones, see: c
    • For preparation of 7-8 membered lactones, see: (c) Yoneda, E.; Zhang, S.-W.; Onitsuka, K.; Takahashi, S. Tetrahedron Lett. 2001, 42, 5459-5461. For preparation of 5-6 membered lactams, see:
    • (2001) Tetrahedron Lett , vol.42 , pp. 5459-5461
    • Yoneda, E.1    Zhang, S.-W.2    Onitsuka, K.3    Takahashi, S.4
  • 55
    • 0344887064 scopus 로고    scopus 로고
    • a values for the corresponding conjugate acids of amines, triethylamine, N-methylpiperidine, 2,6-lutidine, and 2,4,6-collidine, are 10.6, 9.9, 6.6, 7.4, respectively. See: Bordwell, F. G. Acc. Chem. Res. 1988, 21, 456-463.
    • a values for the corresponding conjugate acids of amines, triethylamine, N-methylpiperidine, 2,6-lutidine, and 2,4,6-collidine, are 10.6, 9.9, 6.6, 7.4, respectively. See: Bordwell, F. G. Acc. Chem. Res. 1988, 21, 456-463.
  • 56
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    • For a review on the synthesis of mintlactone and isomintlactone, see: a
    • For a review on the synthesis of mintlactone and isomintlactone, see: (a) Ferraz, H. M. C.; Longo, L. S., Jr.; Grazini, M. V. A. Synthesis 2002, 2155 2164.
    • (2002) Synthesis , pp. 2155-2164
    • Ferraz, H.M.C.1    Longo Jr., L.S.2    Grazini, M.V.A.3
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    • 3).
    • 3).
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    • Trost, B. M.; Jonasson, C. Angew. Chem., Int. Ed. 2003, 42, 2063 2066.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.