Bis- and tris-bicyclophosphites of d-glucofuranoside. Unexpected catalysis of P(III/V)-oxidation by triethylamine
- Author(s)
- Alexey Nazarov, Mikhail P. Koroteev, Christian Hartinger, Bernhard Keppler, Eduard E. Nifant'ev
- Abstract
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.
- Organisation(s)
- Department of Inorganic Chemistry
- External organisation(s)
- Moscow State Pedagogical University (MSPU)
- Journal
- Tetrahedron
- Volume
- 61
- Pages
- 10943-10950
- No. of pages
- 8
- ISSN
- 0040-4020
- Publication date
- 2005
- Peer reviewed
- Yes
- Austrian Fields of Science 2012
- 1040 Chemistry
- Portal url
- https://ucrisportal.univie.ac.at/en/publications/3ff6c4f3-27d2-45b5-b1a1-c1bfd2867d5a