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Volumn 6, Issue 6, 2004, Pages 993-995

A new synthetic route to nucleosides: Dissymmetric construction of a cyclopentene system by double [3,3]-sigmatropic rearrangement and double ring-closing metathesis

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTENE DERIVATIVE; NUCLEOSIDE DERIVATIVE;

EID: 1642487357     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol040006j     Document Type: Article
Times cited : (26)

References (26)
  • 5
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    • Recent reviews: (a) Borthwick, A. D.; Biggadike, K. Tetrahedron 1992, 48, 571. (b) Agrofoglio, L.; Suhas, E.; Farese, A.; Condom, R.; Challand, S.; Earl, R. A.; Guedj, R. Tetrahedron 1994, 50, 10611. (c) Crimmins, M. T. Tetrahedron 1998, 54, 9229.
    • (1992) Tetrahedron , vol.48 , pp. 571
    • Borthwick, A.D.1    Biggadike, K.2
  • 7
    • 0032490986 scopus 로고    scopus 로고
    • Recent reviews: (a) Borthwick, A. D.; Biggadike, K. Tetrahedron 1992, 48, 571. (b) Agrofoglio, L.; Suhas, E.; Farese, A.; Condom, R.; Challand, S.; Earl, R. A.; Guedj, R. Tetrahedron 1994, 50, 10611. (c) Crimmins, M. T. Tetrahedron 1998, 54, 9229.
    • (1998) Tetrahedron , vol.54 , pp. 9229
    • Crimmins, M.T.1
  • 8
    • 0002736658 scopus 로고
    • For the selected reviews, see: (a) Poss, C. S.; Schreiber, S. L. Acc. Chem. Res. 1994, 27, 9. (b) Magnuson, S. R. Tetrahedron 1995, 51, 2167.
    • (1994) Acc. Chem. Res. , vol.27 , pp. 9
    • Poss, C.S.1    Schreiber, S.L.2
  • 9
    • 0028799792 scopus 로고
    • For the selected reviews, see: (a) Poss, C. S.; Schreiber, S. L. Acc. Chem. Res. 1994, 27, 9. (b) Magnuson, S. R. Tetrahedron 1995, 51, 2167.
    • (1995) Tetrahedron , vol.51 , pp. 2167
    • Magnuson, S.R.1
  • 12
    • 0034674961 scopus 로고    scopus 로고
    • For selected references for nucleosides: (a) Hong, J. H.; Gao, M. Y.; Choi, Y.; Cheng, Y.-C.; Schinazi, R. F.; Chu, C. K. Carbohydr. Res. 2000, 328, 37. (b) Hong, J. H.; Gao, M. Y.; Chu, C. K. Tetrahedron Lett. 1999, 40, 231. Hong, J. H.; Lee, K.; Choi, Y.; Chu, C. K. Tetrahedron Lett. 1998, 39, 3443.
    • (2000) Carbohydr. Res. , vol.328 , pp. 37
    • Hong, J.H.1    Gao, M.Y.2    Choi, Y.3    Cheng, Y.-C.4    Schinazi, R.F.5    Chu, C.K.6
  • 13
    • 0033534494 scopus 로고    scopus 로고
    • For selected references for nucleosides: (a) Hong, J. H.; Gao, M. Y.; Choi, Y.; Cheng, Y.-C.; Schinazi, R. F.; Chu, C. K. Carbohydr. Res. 2000, 328, 37. (b) Hong, J. H.; Gao, M. Y.; Chu, C. K. Tetrahedron Lett. 1999, 40, 231. Hong, J. H.; Lee, K.; Choi, Y.; Chu, C. K. Tetrahedron Lett. 1998, 39, 3443.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 231
    • Hong, J.H.1    Gao, M.Y.2    Chu, C.K.3
  • 14
    • 0032554952 scopus 로고    scopus 로고
    • For selected references for nucleosides: (a) Hong, J. H.; Gao, M. Y.; Choi, Y.; Cheng, Y.-C.; Schinazi, R. F.; Chu, C. K. Carbohydr. Res. 2000, 328, 37. (b) Hong, J. H.; Gao, M. Y.; Chu, C. K. Tetrahedron Lett. 1999, 40, 231. (c) Hong, J. H.; Lee, K.; Choi, Y.; Chu, C. K. Tetrahedron Lett. 1998, 39, 3443.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 3443
    • Hong, J.H.1    Lee, K.2    Choi, Y.3    Chu, C.K.4
  • 16
    • 0033556066 scopus 로고    scopus 로고
    • For the examples of bicyclic or polycyclic compounds via double RCM reaction, see: (a) Lautens, M.; Hughes, G. Angew. Chem., Int. Ed. 1999, 38, 129. (b) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372. (c) Ma, S. ; Ni, B. Org. Lett. 2002, 4, 639.
    • (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 129
    • Lautens, M.1    Hughes, G.2
  • 17
    • 0034677109 scopus 로고    scopus 로고
    • For the examples of bicyclic or polycyclic compounds via double RCM reaction, see: (a) Lautens, M.; Hughes, G. Angew. Chem., Int. Ed. 1999, 38, 129. (b) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372. (c) Ma, S. ; Ni, B. Org. Lett. 2002, 4, 639.
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 372
    • Clark, J.S.1    Hamelin, O.2
  • 18
    • 0000218515 scopus 로고    scopus 로고
    • For the examples of bicyclic or polycyclic compounds via double RCM reaction, see: (a) Lautens, M.; Hughes, G. Angew. Chem., Int. Ed. 1999, 38, 129. (b) Clark, J. S.; Hamelin, O. Angew. Chem., Int. Ed. 2000, 39, 372. (c) Ma, S. ; Ni, B. Org. Lett. 2002, 4, 639.
    • (2002) Org. Lett. , vol.4 , pp. 639
    • Ma, S.1    Ni, B.2
  • 21
    • 1642437332 scopus 로고    scopus 로고
    • note
    • 2: C, 63.38; H, 10.19. Found: C, 63.59; H, 10.24.
  • 22
    • 1642559997 scopus 로고    scopus 로고
    • note
    • 2: C, 63.38; H, 10.19. Found: C, 63.02; H, 9.97.
  • 23
    • 1642519061 scopus 로고    scopus 로고
    • note
    • This metathesis also progressed with the first-generation Grubbs' catalyst in a poor yield (57% total yield of 8 and 8′).
  • 26
    • 1642519057 scopus 로고    scopus 로고
    • note
    • 5O: C, 57.13; H, 5.67; N, 30.28. Found: C, 57.44; H, 5.72; N, 30.38.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.