메뉴 건너뛰기




Volumn 7, Issue , 2011, Pages 1228-1233

Selectivity in C-alkylation of dianions of protected 6-methyluridine

Author keywords

6 alkenyluridines; C6 alkylation; Cyclonucleosides; Lithiations

Indexed keywords


EID: 80052736454     PISSN: 18605397     EISSN: 18605397     Source Type: Journal    
DOI: 10.3762/bjoc.7.143     Document Type: Article
Times cited : (8)

References (48)
  • 1
    • 45849146954 scopus 로고    scopus 로고
    • doi:10.1016/j.tet.2008.04.095
    • Len, C.; Mondon, M.; Lebreton, J. Tetrahedron 2008, 64, 7453-7475. doi:10.1016/j.tet.2008.04.095
    • (2008) Tetrahedron , vol.64 , pp. 7453-7475
    • Len, C.1    Mondon, M.2    Lebreton, J.3
  • 6
    • 33746479598 scopus 로고    scopus 로고
    • Synthesis of novel dinucleosides via tandem cross-metathesis and ring-closing metathesis
    • DOI 10.1016/j.tetlet.2006.06.145, PII S0040403906013414
    • Zhong, S.; Mondon, M.; Pilard, S.; Len, C. Tetrahedron Lett. 2006, 47, 6221-6224. doi:10.1016/j.tetlet.2006.06.145 (Pubitemid 44131553)
    • (2006) Tetrahedron Letters , vol.47 , Issue.35 , pp. 6221-6224
    • Zhong, S.1    Mondon, M.2    Pilard, S.3    Len, C.4
  • 7
    • 33748132157 scopus 로고    scopus 로고
    • 6- cyclopyrimidine nucleoside analogues
    • DOI 10.1016/j.tet.2006.08.007, PII S0040402006012622
    • Viña, D.; Quezada, E.; Santana, L.; Uriarte, E. Tetrahedron 2006, 62, 9949-9952. doi:10.1016/j.tet.2006.08.007 (Pubitemid 44311172)
    • (2006) Tetrahedron , vol.62 , Issue.42 , pp. 9949-9952
    • Vina, D.1    Quezada, E.2    Santana, L.3    Uriarte, E.4
  • 8
    • 33846464202 scopus 로고    scopus 로고
    • Synthesis of 6,5'-C-cyclouridine by a novel tandem radical 1,6-hydrogen transfer and cyclization reaction
    • DOI 10.1055/s-2006-956464
    • Yoshimura, Y.; Yamazaki, Y.; Wachi, K.; Satoh, S.; Takahata, H. Synlett 2007, 111-114. doi:10.1055/s-2006-956464 (Pubitemid 46145085)
    • (2007) Synlett , Issue.1 , pp. 111-114
    • Yoshimura, Y.1    Yamazaki, Y.2    Wachi, K.3    Satoh, S.4    Takahata, H.5
  • 10
    • 1442360753 scopus 로고    scopus 로고
    • Wiley-VCH: Weinheim, Germany
    • Grubbs, R. H., Ed. Handbook of Metathesis; Wiley-VCH: Weinheim, Germany, 2003; Vol. 1-3.
    • (2003) Handbook of Metathesis , vol.1-3
    • Grubbs, R.H.1
  • 11
    • 20544443728 scopus 로고    scopus 로고
    • Metathesis strategy in nucleoside chemistry
    • DOI 10.1016/j.tet.2005.04.040, PII S0040402005007088
    • Amblard, F.; Nolan, S. P.; Agrofoglio, L. A. Tetrahedron 2005, 61, 7067-7080. doi:10.1016/j.tet.2005.04.040 (Pubitemid 40840614)
    • (2005) Tetrahedron , vol.61 , Issue.30 , pp. 7067-7080
    • Amblard, F.1    Nolan, S.P.2    Agrofoglio, L.A.3
  • 12
    • 29744456209 scopus 로고    scopus 로고
    • Olefin metathesis route to antiviral nucleosides
    • DOI 10.2174/156802605775009739
    • Agrofoglio, L. A.; Nolan, S. P. Curr. Top. Med. Chem. 2005, 5, 1541-1558. doi:10.2174/156802605775009739 (Pubitemid 43025105)
    • (2005) Current Topics in Medicinal Chemistry , vol.5 , Issue.15 , pp. 1541-1558
    • Agrofoglio, L.A.1    Nolan, S.P.2
  • 14
    • 0001676186 scopus 로고
    • Carbon-Carbon ?-Bond Formation; Trost, B. M.; Fleming, I., Eds.; Comprehensive Organic Synthesis, Pergamon: Oxford, doi:10.1016/B978-0-08-052349- 1.00063-9
    • Knight, D. W. Alkylations of Vinyl Carbanions. In Carbon-Carbon ?-Bond Formation; Trost, B. M.; Fleming, I., Eds.; Comprehensive Organic Synthesis, Vol. 3; Pergamon: Oxford, 1991; pp 241-270. doi:10.1016/B978-0-08-052349-1. 00063-9
    • (1991) Alkylations of Vinyl Carbanions , vol.3 , pp. 241-270
    • Knight, D.W.1
  • 19
    • 0002994828 scopus 로고
    • doi:10.1002/0471264180.or047.01
    • Clark, R. D.; Jahangir, A. Org. React. 1995, 47, 1-314. doi:10.1002/0471264180.or047.01
    • (1995) Org. React. , vol.47 , pp. 1-314
    • Clark, R.D.1    Jahangir, A.2
  • 22
    • 0025931099 scopus 로고
    • doi:10.1016/0040-4039(91)80425-6
    • Flippin, L. A. Tetrahedron Lett. 1991, 32, 6857-6860. doi:10.1016/0040-4039(91)80425-6
    • (1991) Tetrahedron Lett. , vol.32 , pp. 6857-6860
    • Flippin, L.A.1
  • 26
    • 0025163548 scopus 로고
    • Synthesis of 2-(2-arylethyl)imidazoles by direct alkylation of 1-(N,N-dimethylaminomethyl)2-lithiomethylimidazole
    • DOI 10.1016/S0040-4039(00)97957-7
    • Tarnchompoo, B.; Thebtaranonth, C.; Thebtaranonth, Y. Tetrahedron Lett. 1990, 31, 5779-5780. doi:10.1016/S0040-4039(00)97957-7 (Pubitemid 20286923)
    • (1990) Tetrahedron Letters , vol.31 , Issue.40 , pp. 5779-5780
    • Tarnchompoo, B.1    Thebtaranonth, C.2    Thebtaranonth, Y.3
  • 27
    • 0037551879 scopus 로고
    • doi:10.1021/jo01326a024
    • Harris, T. D.; Roth, G. P. J. Org. Chem. 1979, 44, 2004-2007. doi:10.1021/jo01326a024
    • (1979) J. Org. Chem. , vol.44 , pp. 2004-2007
    • Harris, T.D.1    Roth, G.P.2
  • 31
    • 0002682257 scopus 로고
    • Lithiation chemistry of uridine derivatives: Access to a new Anti-HIV-1 Lead. In nucleosides and nucleotides as antitumor and antiviral agents
    • San Francisco, California, April 7, 1992; Baker, D. C.; Chu, C. K., Eds.
    • Tanaka, H.; Hayakawa, H.; Miyasaka, T. Lithiation Chemistry of Uridine Derivatives: Access to a New Anti-HIV-1 Lead. In Nucleosides and Nucleotides As Antitumor and Antiviral Agents, Proceedings of American Chemical Society Carbohydrate Division Symposium, San Francisco, California, April 7, 1992; Baker, D. C.; Chu, C. K., Eds.; 1992; pp 23-54.
    • (1992) Proceedings of American Chemical Society Carbohydrate Division Symposium , pp. 23-54
    • Tanaka, H.1    Hayakawa, H.2    Miyasaka, T.3
  • 35
    • 4243893500 scopus 로고
    • doi:10.1021/cr00022a010
    • Yamamoto, Y.; Asao, N. Chem. Rev. 1993, 93, 2207-2293. doi:10.1021/cr00022a010
    • (1993) Rev. , vol.93 , pp. 2207-2293
    • Yamamoto, Y.1    Asao, N.Chem.2
  • 36
    • 0000897606 scopus 로고
    • doi:10.1021/cr00063a001
    • Stowell, J. C. Chem. Rev. 1984, 84, 409-435. doi:10.1021/cr00063a001
    • (1984) Chem. Rev. , vol.84 , pp. 409-435
    • Stowell, J.C.1
  • 37
    • 0001044225 scopus 로고
    • Advances in Heterocyclic Chemistry; Katritzki, A. R.; Boulton, A. J., Eds.; Academic Press: New York, doi:10.1016/S0065-2725(08)60131-2
    • Kwiatkowski, J. S.; Pullman, B. Tautomerism and Electronic Structure of Biological Pyrimidines. In Advances in Heterocyclic Chemistry; Katritzki, A. R.; Boulton, A. J., Eds.; Academic Press: New York, 1975; Vol. 18, pp 199-335. doi:10.1016/S0065-2725(08)60131-2
    • (1975) Tautomerism and Electronic Structure of Biological Pyrimidines , vol.18 , pp. 199-335
    • Kwiatkowski, J.S.1    Pullman, B.2
  • 38
    • 0030929144 scopus 로고    scopus 로고
    • Stereoselective preparation of enaminone lithium dianions: Synthesis of N,N-Dimethylcarbamoylenaminones
    • DOI 10.1016/S0040-4020(97)00320-7, PII S0040402097003207
    • Cimarelli, C.; Palmieri, G.; Camalli, M. Tetrahedron 1997, 53, 6893-6902. doi:10.1016/S0040-4020(97)00320-7 (Pubitemid 27208408)
    • (1997) Tetrahedron , vol.53 , Issue.20 , pp. 6893-6902
    • Cimarelli, C.1    Palmieri, G.2    Camalli, M.3
  • 40
    • 0027983674 scopus 로고
    • doi:10.1139/v94-187
    • Hu, T. Q.; Weiler, L. Can. J. Chem. 1994, 72, 1500-1511. doi:10.1139/v94-187
    • (1994) Can. J. Chem. , vol.72 , pp. 1500-1511
    • Hu, T.Q.1    Weiler, L.2
  • 42
    • 84987188292 scopus 로고
    • doi:10.1055/s-1983-30223
    • Ahlbrecht, H.; Simon, H. Synthesis 1983, 58-60. doi:10.1055/s-1983-30223
    • (1983) Synthesis , pp. 58-60
    • Ahlbrecht, H.1    Simon, H.2
  • 43
    • 0000072202 scopus 로고
    • doi:10.1016/0040-4020(82)85057-6
    • Costisella, B.; Gross, H. Tetrahedron 1982, 38, 139-145. doi:10.1016/0040-4020(82)85057-6
    • (1982) Tetrahedron , vol.38 , pp. 139-145
    • Costisella, B.1    Gross, H.2
  • 44
    • 0009610565 scopus 로고
    • doi:10.1016/S0040-4039(01)92057-X
    • Bryson, T. A.; Gammill, R. B. Tetrahedron Lett. 1974, 15, 3963-3966. doi:10.1016/S0040-4039(01)92057-X
    • (1974) Tetrahedron Lett. , vol.15 , pp. 3963-3966
    • Bryson, T.A.1    Gammill, R.B.2
  • 47
    • 0037459720 scopus 로고    scopus 로고
    • Lithiation of 2-chloro- and 2-methoxypyridine with lithium dialkylamides: Initial ortho-direction or subsequent lithium ortho-stabilization?
    • DOI 10.1021/jo026559u
    • Gros, P.; Choppin, S.; Fort, Y. J. Org. Chem. 2003, 68, 2243-2247. doi:10.1021/jo026559u (Pubitemid 36505101)
    • (2003) Journal of Organic Chemistry , vol.68 , Issue.6 , pp. 2243-2247
    • Gros, P.1    Choppin, S.2    Fort, Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.