TY - JOUR
T1 - Bis- and tris-bicyclophosphites of d-glucofuranoside. Unexpected catalysis of P(III/V)-oxidation by triethylamine
AU - Nazarov, Alexey
AU - Koroteev, Mikhail P.
AU - Hartinger, Christian
AU - Keppler, Bernhard
AU - Nifant'ev, Eduard E.
N1 - DOI: 10.1016/j.tet.2005.08.102
Coden: TETRA
Affiliations: Faculty of Chemistry, Institute of Inorganic Chemistry-Bioinorganic, Environmental and Radiochemistry, University of Vienna, Waehringer Strasse 42, A-1090 Vienna, Austria; Chemistry Department, Moscow Pedagogical State University, Nesvizhskii per. 3, 119021 Moscow, Russian Federation
Adressen: Nazarov, A.A.; Faculty of Chemistry; Institute of Inorganic Chemistry-Bioinorganic, Environmental and Radiochemistry; University of Vienna; Waehringer Strasse 42 A-1090 Vienna, Austria; email: [email protected]
Source-File: ChemieErgScopus.csv
Import aus Scopus: 2-s2.0-26844566842
Importdatum: 09.01.2007 14:08:41
12.02.2008: Datenanforderung 2112 (Import Sachbearbeiter)
09.02.2010: Datenanforderung UNIVIS-DATEN-DAT.RA-2 (Import Sachbearbeiter)
PY - 2005
Y1 - 2005
N2 - The synthesis and characterization of several new bicyclophosphites via reactions of (i) ethyl 1-thio-a-d-glucofuranoside 3,5,6-phosphite with acid chlorides (phthalic or butylphosphoric), (ii) ethyl 1-thio-a-d- glucofuranoside 3,5,6-phosphite with 2-chloro-5,5-dimethyl-1,3,2- dioxaphosphorinane and (iii) the tetraol system of ethyl 1-thio-a-d- glucofuranoside and hexaethyltriamidophosphite are reported. Unusual catalytic transformation of P(III)-compounds into the respective P(V)-spieces under extraordinary mild conditions by reaction with sulfur and selenium in the presence of triethylamine was discovered for the first time. Π2005 Elsevier Ltd. All rights reserved.
AB - The synthesis and characterization of several new bicyclophosphites via reactions of (i) ethyl 1-thio-a-d-glucofuranoside 3,5,6-phosphite with acid chlorides (phthalic or butylphosphoric), (ii) ethyl 1-thio-a-d- glucofuranoside 3,5,6-phosphite with 2-chloro-5,5-dimethyl-1,3,2- dioxaphosphorinane and (iii) the tetraol system of ethyl 1-thio-a-d- glucofuranoside and hexaethyltriamidophosphite are reported. Unusual catalytic transformation of P(III)-compounds into the respective P(V)-spieces under extraordinary mild conditions by reaction with sulfur and selenium in the presence of triethylamine was discovered for the first time. Π2005 Elsevier Ltd. All rights reserved.
M3 - Article
SN - 0040-4020
VL - 61
SP - 10943
EP - 10950
JO - Tetrahedron
JF - Tetrahedron
IS - 46
ER -