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Volumn 338, Issue 5, 2003, Pages 407-413

Convenient approach to higher carbon sugars. First synthesis of the free C12-sugar: D-erythro-L-manno-D-manno-dodecose

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; SYNTHESIS (CHEMICAL);

EID: 0037436006     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(02)00484-6     Document Type: Article
Times cited : (10)

References (51)
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    • For C-10 aldoses, see: (a) Brimacombe, J. S.; Hanna, R.; Kabir, A. K. M. S. J Chem. Soc., Perkin Trans. 1 1986, 823-828; (b) Brimacombe, J. S.; Kabir, A. K. M. S. Carbohydr. Res. 1986, 152, 335-338; (c) Brimacombe, J. S.; Hanna, R.; Roderick, Kabir, A. K. M. S.; J Chem. Soc., Perkin Trans. 1 1987, 2421-2426.
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    • 0026708973 scopus 로고
    • For C-11 aldoses, see: (a) Danishefsky, S.; Maring, C. J. Am. Chem. Soc. 1985, 107, 7762-7764; (b) Danishefsky, S.; Maring, C. J. Am. Chem. Soc. 1989, 111, 2193-2204; (c) Ikemoto, N.; Schreiber, S. L. J. Am. Chem. Soc. 1990, 112, 9657-9659; (d) Ikemoto, N.; Schreiber, S. L. J. Am. Chem. Soc. 1992, 114, 2524-2536; (e) Marshall, J. A.; Beaudoin, S. J. Org. Chem. 1994, 59, 6614-6619.
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    • Ikemoto, N.1    Schreiber, S.L.2
  • 28
    • 0028052245 scopus 로고
    • For C-11 aldoses, see: (a) Danishefsky, S.; Maring, C. J. Am. Chem. Soc. 1985, 107, 7762-7764; (b) Danishefsky, S.; Maring, C. J. Am. Chem. Soc. 1989, 111, 2193-2204; (c) Ikemoto, N.; Schreiber, S. L. J. Am. Chem. Soc. 1990, 112, 9657-9659; (d) Ikemoto, N.; Schreiber, S. L. J. Am. Chem. Soc. 1992, 114, 2524-2536; (e) Marshall, J. A.; Beaudoin, S. J. Org. Chem. 1994, 59, 6614-6619.
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    • 0027987939 scopus 로고    scopus 로고
    • For C-12 aldoses, see: (a) Jarosz, S. Tetrahedron Lett. 1994, 35, 7655-7658; (b) Jarosz, S.; Salański, P.; Mach, M. Tetrahedron 1998, 54, 2583-2594; (c) see also Ref. 14.
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  • 30
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    • For C-12 aldoses, see: (a) Jarosz, S. Tetrahedron Lett. 1994, 35, 7655-7658; (b) Jarosz, S.; Salański, P.; Mach, M. Tetrahedron 1998, 54, 2583-2594; (c) see also Ref. 14.
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    • Jarosz, S.1    Salanski, P.2    Mach, M.3
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    • see also Ref. 14
    • For C-12 aldoses, see: (a) Jarosz, S. Tetrahedron Lett. 1994, 35, 7655-7658; (b) Jarosz, S.; Salański, P.; Mach, M. Tetrahedron 1998, 54, 2583-2594; (c) see also Ref. 14.
  • 47
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    • C-1-H-1 in mannopyranosides is 168-172 Hz for the α-anomer and ca. 10 Hz lower for the β-ones. See: (a) Bock, K.; Pedersen, C. J. Chem. Soc., Perkin Trans. 2 1974, 293-297; (b) Bock, I.; Lundt, I.; Pedersen, C. Tetrahedron Lett., 1973, 1037-1040; (c) Bock, I.; Pedersen, C.; Acta Chem. Scand. Ser. B 1975, 29, 258-264
    • C-1-H-1 in mannopyranosides is 168-172 Hz for the α-anomer and ca. 10 Hz lower for the β-ones. See: (a) Bock, K.; Pedersen, C. J. Chem. Soc., Perkin Trans. 2 1974, 293-297; (b) Bock, I.; Lundt, I.; Pedersen, C. Tetrahedron Lett., 1973, 1037-1040; (c) Bock, I.; Pedersen, C.; Acta Chem. Scand. Ser. B 1975, 29, 258-264.


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