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Volumn 43, Issue 40, 2002, Pages 7225-7228

Iron(II)-promoted amidoglycosylation and amidochlorination of an allal C3-azidoformate

Author keywords

Amino sugars; Glycosidation; Iron and compounds; Radicals and radical reactions

Indexed keywords

ALCOHOL DERIVATIVE; ALKENE DERIVATIVE; FERRIC CHLORIDE; FERROUS ION; FORMIC ACID; HALIDE;

EID: 0037201088     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01658-1     Document Type: Article
Times cited : (21)

References (41)
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    • Crystallographic data (excluding structure factors) for azidoformate 1 and α-isopropyl-2-amido-2-deoxy allopyranoside 2c-α have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 185294 (1) and 185295 (2c-α). These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033; or deposit@ccdc.cam.ac.uk)
    • Crystallographic data (excluding structure factors) for azidoformate 1 and α-isopropyl-2-amido-2-deoxy allopyranoside 2c-α have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 185294 (1) and 185295 (2c-α). These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033; or deposit@ccdc.cam.ac.uk).
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    • Caution! Azidoformates are potentially explosive. We have encountered no difficulties with the preparation and use of azidoformate 1, but appropriate safety precautions are strongly recommended. For instance, since metal salts catalyze their decomposition, it may be wise to avoid using metal spatulas to handle larger quantities of azidoformates. Detonation of a low molecular weight azidoformate during distillation has been reported: Feyen P. Angew. Chem., Int. Ed. 16:1977;115.
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    • 1H NMR, IR, and HRMS
    • 1H NMR, IR, and HRMS.
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    • 2) provided β-ethyl-2-amido allopyranoside 2a-β (12.0 mg, 55%) as a glassy solid
    • 2) provided β-ethyl-2-amido allopyranoside 2a-β (12.0 mg, 55%) as a glassy solid.
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    • C1-H values, 174 and 175 Hz, for 2g-β and 2g-α, respectively
    • C1-H values, 174 and 175 Hz, for 2g-β and 2g-α, respectively.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.