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Volumn 21, Issue 2, 2010, Pages 163-170

Synthesis of azepane and nojirimycin iminosugars: the Sharpless asymmetric epoxidation of d-glucose-derived allyl alcohol and highly regioselective epoxide ring opening using sodium azide

Author keywords

[No Author keywords available]

Indexed keywords

1 DEOXYNOJIRIMYCIN; 1,5 DIDEOXY 1,5 IMINO DEXTRO GLUCITOL; 1,5 DIDEOXY 1,5 IMINO LEVO IDITOL; 1,6 DIDEOXY 1,6 IMINO DEXTRO GLYCERO DEXTRO GLUCO HEPTITOL; 1,6 DIDEOXY 1,6 IMINO LEVO GLYCERO LEVO IDO HEPTITOL; 3 O BENZYL 5,6 ANHYDRO 1,2 O ISOPROPYLIDENE ALPHA DEXTRO GLYCERO LEVO IDO HEPTO 1.4 FURANOSE; 3 O BENZYL 5,6 ANHYDRO 1,2 O ISOPROPYLIDENE BETA LEVO GLYCERO DEXTRO GLUCO HEPTO 1,4 FURANOSE; 3 O BENZYL 5,6 DIDEOXY 1,2 O ISOPROPYLIDENE ALPHA DEXTRO XYLO HEPT 5 ENO 1,4 FURANOSE; 5 AZIDO 3 O BENZYL 5 DEOXY 1,2 O ISOPROPYLIDENE ALPHA DEXTRO GLYCERO DEXTRO GLUCO HEPTO 1,4 FURANOSE; 5 AZIDO 3 O BENZYL 5 DEOXY 1,2 O ISOPROPYLIDENE BETA LEVO GLYCERO LEVO IDO HEPTO 1,4 FURANOSE; 6 AZIDO 3 O BENZYL 6 DEOXY 1,2 O ISOPROPYLIDENE ALPHA DEXTRO GLYCERO DEXTRO GLUCO HEPTO 1,4 FURANOSE; 6 AZIDO 3 O BENZYL 6 DEOXY 1,2 O ISOPROPYLIDENE BETA LEVO GLYCERO LEVO IDO HEPTO 1,4 FURANOSE; ALLYL ALCOHOL; ALPHA EPOXIDE; AZEPANE; AZIDE; BETA EPOXIDE; EPOXIDE; FURAN DERIVATIVE; GLUCOSE; IMINOSUGAR; NOJIRIMYCIN; NUCLEOPHILE; PIPERIDINE; SODIUM AZIDE; UNCLASSIFIED DRUG;

EID: 77949540465     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2010.01.007     Document Type: Article
Times cited : (19)

References (86)
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    • note
    • Crystallographic data for compound 5a have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC 752077. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK. Fax: +44 1223-336033. E-mail: deposit@ccdc.cam.ac.uk.
  • 79
    • 77949540696 scopus 로고    scopus 로고
    • note
    • Generally, in epoxides, the trans-vicinal coupling is small as compared to the cis-vicinal coupling constant.
  • 81
    • 77949540137 scopus 로고    scopus 로고
    • note
    • 1H NMR; wherein region at δ 5.8-6.1 was expanded and the ratio calculated for the H-1 by integration.
  • 86
    • 77949542266 scopus 로고    scopus 로고
    • note
    • G. M. Sheldrick, shelx-97 Program for Crystal Structure Solution and Refinement; University of Gottingen: Germany, 1997.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.