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Volumn 4, Issue 6, 2001, Pages 443-452

Recent results in the free radical mediated synthesis of enantiomerically pure, highly functionalized carbocycles from carbohydrates

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EID: 0035373780     PISSN: 13871609     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1387-1609(01)01245-2     Document Type: Article
Times cited : (5)

References (45)
  • 15
    • 0029052207 scopus 로고
    • [15] For a successful application of this strategy for the preparation of the critical aminocyclitol intermediates for the synthesis of (+)-7-deoxypancratistatin, see: Keck G.E., McHardy S.F., Murry J.A., J. Am. Chem. Soc. 117 (1995) 7289.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 7289
    • Keck, G.E.1    McHardy, S.F.2    Murry, J.A.3
  • 19
    • 0032567372 scopus 로고    scopus 로고
    • corrigendum: J. Org. Chem. 64 (1999) 7280
    • [19] For an application of the results reported in this paper for, see: Gómez A.M., Danelón G.O., Valverde S., López J.C., J. Org. Chem. 63 1998) 9626 [corrigendum: J. Org. Chem. 64 (1999) 7280].
    • (1998) J. Org. Chem. , vol.63 , pp. 9626
    • Gómez, A.M.1    Danelón, G.O.2    Valverde, S.3    López, J.C.4
  • 30
    • 85031483574 scopus 로고    scopus 로고
    • In the preliminary experiments the reaction of benzylamine with the analogous 3-O unprotected analogous aldehyde afforded a mixture of anomeric furanoglycosylamine, a result which prevented the desired free radical cyclization. For this reason we moved to the 3-O-methyl protected aldehyde 10 (figure 3) which cleanly afforded the expected imine 11
    • [30] In the preliminary experiments the reaction of benzylamine with the analogous 3-O unprotected analogous aldehyde afforded a mixture of anomeric furanoglycosylamine, a result which prevented the desired free radical cyclization. For this reason we moved to the 3-O-methyl protected aldehyde 10 (figure 3) which cleanly afforded the expected imine 11.
  • 39
    • 0032847432 scopus 로고    scopus 로고
    • 1H NMR data in this paper are shifted around -0.3 ppm to those observed by us
    • 1H NMR data in this paper are shifted around -0.3 ppm to those observed by us.
    • (1999) Carbohydr. Res. , vol.320 , pp. 49
    • Lubineau, A.1    Billault, I.2
  • 42
    • 84987553234 scopus 로고
    • The persilylated derivative of ketone 23 has been described, using the 'naked sugar' approach, from 7-oxabicyclo [2.2.1]heptan-2-one derivative
    • [42] The persilylated derivative of ketone 23 has been described, using the 'naked sugar' approach, from 7-oxabicyclo [2.2.1]heptan-2-one derivative [Le Drian C., Vionnet J.P., Vogel P., Helv. Chim. Acta 73 (1990) 161].
    • (1990) Helv. Chim. Acta , vol.73 , pp. 161
    • Le Drian, C.1    Vionnet, J.P.2    Vogel, P.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.