메뉴 건너뛰기




Volumn 10, Issue 8, 2005, Pages 859-870

Epoxidation and bis-hydroxylation of C-phenyl-Δ2,3- glycopyranosides

Author keywords

(2,3 Unsaturated glycopyranosyl)benzene; Cis hydroxylation; Epoxidation

Indexed keywords

EPOXIDE; GLYCOSIDE;

EID: 33644797494     PISSN: 14203049     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/10080859     Document Type: Article
Times cited : (11)

References (21)
  • 1
    • 0022177192 scopus 로고
    • The chemistry and biochemistry of C-nucleosides and C-arylglycosides
    • Hacksell, U.; Davies, G. D., Jr. The chemistry and biochemistry of C-nucleosides and C-arylglycosides. Prog. Med. Chem. 1985, 22, 1-65.
    • (1985) Prog. Med. Chem. , vol.22 , pp. 1-65
    • Hacksell, U.1    Davies Jr., G.D.2
  • 2
    • 0033717307 scopus 로고    scopus 로고
    • Strategy and methodology development for the total synthesis of polyether ionophore antibiotics
    • Faul, M. M.; Huff, B. E. Strategy and methodology development for the total synthesis of polyether ionophore antibiotics. Chem. Rev. 2000, 100, 2407-2473.
    • (2000) Chem. Rev. , vol.100 , pp. 2407-2473
    • Faul, M.M.1    Huff, B.E.2
  • 3
    • 0034141601 scopus 로고    scopus 로고
    • Marine natural products
    • Faulkner, D. J. Marine natural products. Nat. Prod. Rep. 2000, 17, 7-55.
    • (2000) Nat. Prod. Rep. , vol.17 , pp. 7-55
    • Faulkner, D.J.1
  • 4
    • 33845554860 scopus 로고
    • Highly stereoselective approaches to α- And β-C- glycopyranosides
    • Lewis, M. D.; Cha, J. K.; Kishi, Y. Highly stereoselective approaches to α- and β-C-glycopyranosides. J. Am. Chem. Soc. 1982, 104, 4976-4978.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 4976-4978
    • Lewis, M.D.1    Cha, J.K.2    Kishi, Y.3
  • 5
    • 0030873529 scopus 로고    scopus 로고
    • Studies in marine macrolide synthesis: Stereocontrolled synthesis of the F-ring subunit of spongistatin 1 (altohyrtin A)
    • Paterson, I.; Keown, L. E. Studies in marine macrolide synthesis: Stereocontrolled synthesis of the F-ring subunit of spongistatin 1 (altohyrtin A). Tetrahedron Lett. 1997, 38, 5727-30.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 5727-5730
    • Paterson, I.1    Keown, L.E.2
  • 6
    • 85033654445 scopus 로고
    • Chiral synthesis of polyketide-derived natural products. 48. Synthetic studies of halichondrin B, an antitumor polyether macrolide isolated from a marine sponge. 3. Synthesis of C27-C36 subunit via completely stereoselective C-glycosylation to the F ring
    • Horita, K.; Sakurai, Y.; Nagasawa, M.; Hachiya, S.; Yonemitsu, O. Chiral synthesis of polyketide-derived natural products. 48. Synthetic studies of halichondrin B, an antitumor polyether macrolide isolated from a marine sponge. 3. Synthesis of C27-C36 subunit via completely stereoselective C-glycosylation to the F ring. Synlett 1994, 43-45.
    • (1994) Synlett , pp. 43-45
    • Horita, K.1    Sakurai, Y.2    Nagasawa, M.3    Hachiya, S.4    Yonemitsu, O.5
  • 7
    • 0001437120 scopus 로고
    • Palladium-mediated coupling of a 3-deoxy pyranoid glycal: Stereochemistry of C-glycosyl bond formation
    • Kwok, D.-I.; Farr, R. N.; Daves, G. D. Palladium-mediated coupling of a 3-deoxy pyranoid glycal: stereochemistry of C-glycosyl bond formation. J. Org. Chem. 1991, 56, 3711-3713.
    • (1991) J. Org. Chem. , vol.56 , pp. 3711-3713
    • Kwok, D.-I.1    Farr, R.N.2    Daves, G.D.3
  • 8
    • 0005613185 scopus 로고
    • C-glycoside synthesis by palladium-mediated glycal-aglycon coupling reactions
    • Czernecki, S.; Dechavanne, V. C-glycoside synthesis by palladium-mediated glycal-aglycon coupling reactions. Can. J. Chem. 1983, 61, 533-540.
    • (1983) Can. J. Chem. , vol.61 , pp. 533-540
    • Czernecki, S.1    Dechavanne, V.2
  • 9
    • 0000599127 scopus 로고
    • Palladium-assisted C-glycosylation. Addition of carbanions to cyclic enol ethers
    • Dunkerton, L. V.; Serino, A. J. Palladium-assisted C-glycosylation. Addition of carbanions to cyclic enol ethers. J. Org. Chem. 1982, 47, 2812-2814.
    • (1982) J. Org. Chem. , vol.47 , pp. 2812-2814
    • Dunkerton, L.V.1    Serino, A.J.2
  • 10
    • 0023669612 scopus 로고
    • Palladium-assisted reactions. III. Palladium(0)-assisted synthesis of C-glycopyranosyl compounds
    • Dunkerton, L. V.; Euske, J. M.; Serino, A. J. Palladium-assisted reactions. III. Palladium(0)-assisted synthesis of C-glycopyranosyl compounds. Carbohydr. Res. 1987, 171, 89-107.
    • (1987) Carbohydr. Res. , vol.171 , pp. 89-107
    • Dunkerton, L.V.1    Euske, J.M.2    Serino, A.J.3
  • 11
    • 0000811585 scopus 로고
    • C-Glycoside synthesis by palladium-mediated glycal-aglycon coupling reactions
    • Daves, G. D., Jr. C-Glycoside synthesis by palladium-mediated glycal-aglycon coupling reactions. Acc. Chem. Res. 1990, 23, 201-206.
    • (1990) Acc. Chem. Res. , vol.23 , pp. 201-206
    • Daves Jr., G.D.1
  • 13
    • 0001506677 scopus 로고    scopus 로고
    • Palladium(II) acetate catalyzed stereoselective C-glycosidation of peracetylated glycals with arylboronic acids
    • Ramnauth, J.; Poulin, O.; Rakhit, S.; Maddaford, S. P. Palladium(II) acetate catalyzed stereoselective C-glycosidation of peracetylated glycals with arylboronic acids. Org. Lett. 2001, 3, 2013-2015.
    • (2001) Org. Lett. , vol.3 , pp. 2013-2015
    • Ramnauth, J.1    Poulin, O.2    Rakhit, S.3    Maddaford, S.P.4
  • 14
    • 2942545089 scopus 로고    scopus 로고
    • 2,3-glycopyranosides via uncatalyzed addition of triarylindium reagents to glycals
    • 2,3-glycopyranosides via uncatalyzed addition of triarylindium reagents to glycals. Tetrahedron Lett. 2004, 45, 5197-5201.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 5197-5201
    • Price, S.1    Edwards, S.2    Wu, T.3    Minehan, T.4
  • 15
    • 37049122193 scopus 로고
    • Unsaturated carbohydrates. Part X. Epoxidations and hydroxylations of 2,3-dideoxy-α-D-hex-2-enopyranosides. The four methyl 4,6-di-O-acetyl-2,3- anhydro-α-D-hexopyranosides
    • Ferrier, R. J.; Prasad, N. Unsaturated carbohydrates. Part X. Epoxidations and hydroxylations of 2,3-dideoxy-α-D-hex-2-enopyranosides. The four methyl 4,6-di-O-acetyl-2,3-anhydro-α-D-hexopyranosides. J. Chem. Soc. (C) 1969, 575-580.
    • (1969) J. Chem. Soc. (C) , pp. 575-580
    • Ferrier, R.J.1    Prasad, N.2
  • 16
    • 0037048459 scopus 로고    scopus 로고
    • Stereoselective synthesis of C-glycosyl analogues of phenylalanine
    • Xu, X.; Fakha, G.; Sinou, S. Stereoselective synthesis of C-glycosyl analogues of phenylalanine. Tetrahedron 2002, 58, 7539-7544.
    • (2002) Tetrahedron , vol.58 , pp. 7539-7544
    • Xu, X.1    Fakha, G.2    Sinou, S.3
  • 17
    • 0002274276 scopus 로고
    • A proton magnetic resonance study of carbohydrate 2,3-epoxides and related compounds
    • Buss, D. H.; Hough, L.; Hall, L. D.; Manville, J. F. A proton magnetic resonance study of carbohydrate 2,3-epoxides and related compounds. Tetrahedron 1965, 21, 69-74.
    • (1965) Tetrahedron , vol.21 , pp. 69-74
    • Buss, D.H.1    Hough, L.2    Hall, L.D.3    Manville, J.F.4
  • 19
    • 22544477893 scopus 로고
    • Hydroxylation of ethyl 2,3-didehydro-2,3-dideoxy-α-D- glucopyranoside
    • Stevens, C. L.; Filippi, J. B.; Taylor, K. G. Hydroxylation of ethyl 2,3-didehydro-2,3-dideoxy-α-D-glucopyranoside. J. Org. Chem. 1966, 31, 1292-1293.
    • (1966) J. Org. Chem. , vol.31 , pp. 1292-1293
    • Stevens, C.L.1    Filippi, J.B.2    Taylor, K.G.3
  • 20
    • 0023611554 scopus 로고
    • Tripyranoside precursors for ansamycins. Pyranosidic homologation
    • Fraser-Reid, B.; Molino, B. F.; Magdzinski, L.; Mootoo, D. R. Tripyranoside precursors for ansamycins. Pyranosidic homologation. J. Org. Chem. 1987, 52, 4505-4511.
    • (1987) J. Org. Chem. , vol.52 , pp. 4505-4511
    • Fraser-Reid, B.1    Molino, B.F.2    Magdzinski, L.3    Mootoo, D.R.4
  • 21
    • 0026245031 scopus 로고
    • 13C-n.m.r. spectroscopy and circular dichroism of acetylated α- And β-D-gluco- and -manno-pyranosylarenes
    • 13C-n.m.r. spectroscopy and circular dichroism of acetylated α- and β-D-gluco- and -manno-pyranosylarenes. Carbohydr. Res. 1991, 219, 1-7
    • (1991) Carbohydr. Res. , vol.219 , pp. 1-7
    • Bellosta, V.1    Chassagnard, C.2    Czernecki, S.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.