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Volumn 73, Issue 11, 2008, Pages 4116-4122

Synthesis of polyhydroxylated 2H-azirines and 2-halo-2H-azirines from 3-azido-2,3-dideoxyhexopyranoses by alkoxyl radical fragmentation

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; BENZENE; CHEMICAL COMPOUNDS; CHEMICAL REACTIONS; COMPLEXATION; HYDROXYLATION; IODINE; IODINE COMPOUNDS; NITROGEN COMPOUNDS; POSITIVE IONS; SYNTHESIS (CHEMICAL); TELLURIUM COMPOUNDS;

EID: 44949255060     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800182y     Document Type: Article
Times cited : (26)

References (113)
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    • that was transformed into 1-O-benzoyl-4,6-0-benzylidene-2,3- dideoxy-D-erythro-hex-2-enopyranose by a Ferrier rearrangement under Mitsunobu conditions (Guthrie, R. D.; Irvine, R. W.; Davison, E. B.; Henrick, K.; Trotter, J. J. Chem. Soc., Perkin Trans. 2 1981, 468-472)
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    • The reaction yields were determined using chromatographically homogeneous halohydrin mixtures giving correct elemental analyses and in all cases complete consumption of the starting material was observed
    • The reaction yields were determined using chromatographically homogeneous halohydrin mixtures giving correct elemental analyses and in all cases complete consumption of the starting material was observed.
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    • 19F NMR spectra a difference of 8-10 ppm can be observed in the chemical shift of fluorine atoms between the Z - and E-isomers of fluoro vinyl azides 34a and 38a. For NOE-based stereochemistry of related trisubstituted vinyl halides, see:(a) Kim, J.; Zhang, Y.; Ran, C.; Sayre, L. M. Bioorg. Med. Chem. 2006, 14, 1444-1453.
    • 19F NMR spectra a difference of 8-10 ppm can be observed in the chemical shift of fluorine atoms between the Z - and E-isomers of fluoro vinyl azides 34a and 38a. For NOE-based stereochemistry of related trisubstituted vinyl halides, see:(a) Kim, J.; Zhang, Y.; Ran, C.; Sayre, L. M. Bioorg. Med. Chem. 2006, 14, 1444-1453.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.