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Volumn 61, Issue 2, 1996, Pages 438-439

Preparation of deoxy sugars via aldolase-catalyzed synthesis of 1-deoxy-1-thioketoses

Author keywords

[No Author keywords available]

Indexed keywords

1 DEOXY 1 THIOSUGAR DERIVATIVE; CARBOHYDRATE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030058155     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9520093     Document Type: Article
Times cited : (24)

References (36)
  • 9
    • 0025903480 scopus 로고
    • For reviews on enzymatic carbohydrate synthesis see the following: Drueckhammer, D. G.; Hennen, W. J.; Pederson, R. L.; Barbas, C. F., III; Gautheron, C. M.; Krach, T.; Wong, C.-H. Synthesis 1991, 499. Toone, E. J.; Simon, E. S.; Bednarski, M. D.; Whitesides, G. M. Tetrahedron 1989, 45, 5365. Wong, C.-H.; Halcomb, R. L ; Ichikawa, Y.: Kajimoro, T. Angew. Chem., Int. Ed. Engl. 1995, 34, 412.
    • (1991) Synthesis , pp. 499
    • Drueckhammer, D.G.1    Hennen, W.J.2    Pederson, R.L.3    Barbas III, C.F.4    Gautheron, C.M.5    Krach, T.6    Wong, C.-H.7
  • 10
    • 0001373188 scopus 로고
    • For reviews on enzymatic carbohydrate synthesis see the following: Drueckhammer, D. G.; Hennen, W. J.; Pederson, R. L.; Barbas, C. F., III; Gautheron, C. M.; Krach, T.; Wong, C.-H. Synthesis 1991, 499. Toone, E. J.; Simon, E. S.; Bednarski, M. D.; Whitesides, G. M. Tetrahedron 1989, 45, 5365. Wong, C.-H.; Halcomb, R. L ; Ichikawa, Y.: Kajimoro, T. Angew. Chem., Int. Ed. Engl. 1995, 34, 412.
    • (1989) Tetrahedron , vol.45 , pp. 5365
    • Toone, E.J.1    Simon, E.S.2    Bednarski, M.D.3    Whitesides, G.M.4
  • 11
    • 0029109703 scopus 로고
    • For reviews on enzymatic carbohydrate synthesis see the following: Drueckhammer, D. G.; Hennen, W. J.; Pederson, R. L.; Barbas, C. F., III; Gautheron, C. M.; Krach, T.; Wong, C.-H. Synthesis 1991, 499. Toone, E. J.; Simon, E. S.; Bednarski, M. D.; Whitesides, G. M. Tetrahedron 1989, 45, 5365. Wong, C.-H.; Halcomb, R. L ; Ichikawa, Y.: Kajimoro, T. Angew. Chem., Int. Ed. Engl. 1995, 34, 412.
    • (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 412
    • Wong, C.-H.1    Halcomb, R.L.2    Ichikawa, Y.3    Kajimoro, T.4
  • 25
    • 33845184925 scopus 로고
    • Hill, R. E.; Sayer, B. G.; Spenser, I. D. J. Am. Chem. Soc. 1989, 111, 1916. Kennedy, I. A.; Hill, R. E.; Pauloski, R. M.; Sayer, B. G.; Spenser, I. D. J. Am. Chem Soc. 1995, 117, 1661.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 1916
    • Hill, R.E.1    Sayer, B.G.2    Spenser, I.D.3
  • 28
    • 13344251999 scopus 로고    scopus 로고
    • note
    • 31P-NMR (DOH): 1 δ15.69 (keto form), 17.47 (hydrate); 4 15.80 (acyclic form), 17.06, 17.58 (cyclic forms).
  • 29
    • 13344251998 scopus 로고    scopus 로고
    • note
    • The modest yield is apparently due in part to decomposition of the product 5. Yields of peracetylated thioalditol of greater than 50% from 1 have been obtained upon sodium borohydride reduction, thiophosphate hydrolysis, and acetylation of the product 4.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.