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Volumn 44, Issue 8, 2003, Pages 1553-1557

Synthesis of dihydroxylated prolines and iminocyclitols from five-membered endocyclic enecarbamates. Total synthesis of the potent glycosidase inhibitor (2R,3R,4R,5R)-2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine (DMDP)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 DIDEOXY 1,4 IMINORIBITOL; 3,4 DIHYDROXY 2,5 BIS(HYDROXYMETHYL)PYRROLIDINE; CARBAMIC ACID DERIVATIVE; ENDOCYCLIC ENECARBAMATE; GLYCOSIDASE INHIBITOR; IMINE; IMINOCYCLITOL; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PROLINE; PYRROLIDINE DERIVATIVE; RIBITOL; UNCLASSIFIED DRUG;

EID: 0037450463     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00017-0     Document Type: Article
Times cited : (52)

References (34)
  • 6
    • 0033780356 scopus 로고    scopus 로고
    • For an excellent review about glycosidase mechanisms, see: and references cited therein
    • For an excellent review about glycosidase mechanisms, see: Rye C.S., Withers S.G. Curr. Opin. Chem. Biol. 4:2000;573-580. and references cited therein.
    • (2000) Curr. Opin. Chem. Biol. , vol.4 , pp. 573-580
    • Rye, C.S.1    Withers, S.G.2
  • 11
    • 0037019991 scopus 로고    scopus 로고
    • During the course of this work similar approaches to the synthesis of 3,4-dihydroxyprolines and 1,4-dideoxy-1,4-imino-D-ribitol were reported by Riera and by Hassner. Both researchers prepared the key 2-arylpyrroline by ring-closing methatesis. For details, see: (a) Martin, R.; Alcón, M.; Pericàs, M. A.; Riera, A. J. Org. Chem. 2002, 67, 6896-6901;
    • (2002) Org. Chem. , vol.67 , pp. 6896-6901
    • Martin, R.1    Alcón, M.2    Pericàs, M.A.3    Riera, A.J.4
  • 13
    • 0013034902 scopus 로고    scopus 로고
    • Ref. 4a.
  • 26
    • 0012987525 scopus 로고    scopus 로고
    • Ref. 1a
    • For recent syntheses of DMDP, see: (a) Ref. 1a;
  • 29
    • 57249085580 scopus 로고    scopus 로고
    • and references cited therein
    • (d) For previous syntheses of DMDP, see the following review: Wrodnigg, T. M. Monatsh. Chem. 2002, 133, 393-426 and references cited therein.
    • (2002) Monatsh. Chem. , vol.133 , pp. 393-426
    • Wrodnigg, T.M.1
  • 34
    • 0012931844 scopus 로고    scopus 로고
    • note
    • 8+1] 316.10324, found 316.10321.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.