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Volumn , Issue 32, 2012, Pages 6420-6454

The development of an aza-C-glycoside library based on a tandem staudinger/aza-wittig/ugi three-component reaction

Author keywords

Azasugars; Carbohydrates; Drug discovery; Enzyme inhibitors; Glycosides; Medicinal chemistry; Multicomponent reactions

Indexed keywords


EID: 84868141063     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201200923     Document Type: Article
Times cited : (28)

References (65)
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    • For a recent paper in which a chiral 1-piperideine derived from a Staudinger/aza-Wittig sequence of events is applied in the construction of bicyclic iminosugars, see:, X. Li, Z. Qin, T. Yang, H. Zhang, S. Wei, C. Li, H. Chen, M. Meng, Bioorg. Med. Chem. Lett. 2012, 22, 2712-2716.
    • (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 2712-2716
    • Li, X.1    Qin, Z.2    Yang, T.3    Zhang, H.4    Wei, S.5    Li, C.6    Chen, H.7    Meng, M.8
  • 60
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    • The ca. 5 Hz coupling constant found for H2-H3 in D -gluco-piperidine library members is in line with NMR spectroscopic data for similar 2,3-trans aza-C-glycosides, see:, P. S. Liu, J. Org. Chem. 1987, 52, 4717-4721.
    • (1987) J. Org. Chem. , vol.52 , pp. 4717-4721
    • Liu, P.S.1
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    • Mitsunobu reaction of 82 to 115 was accompanied by substantial cyclization to tetrahydrofuran 116, resulting from nucleophilic attack of the benzyloxy group four carbon atoms removed from the alcohol in 82. See the Exp. Section for full details on 116. For a related reaction, see:, B.-H. Yang, J.-Q. Jiang, K. Ma, H.-M. Wu, Tetrahedron Lett. 1995, 36, 2831-2834.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 2831-2834
    • Yang, B.-H.1    Jiang, J.-Q.2    Ma, K.3    Wu, H.-M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.