Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 3101-3115 |
| Seitenumfang | 15 |
| Fachzeitschrift | European Journal of Organic Chemistry |
| Jahrgang | 2005 |
| Ausgabenummer | 14 |
| Publikationsstatus | Veröffentlicht - 4 Juli 2005 |
| Extern publiziert | Ja |
Abstract
A practical route is described for the preparation of myo-inositol polyphosphates. Optically pure myo-inositol derivatives can be prepared from p-benzoquinone in both forms by enzymatic resolution of a C2- symmetric diacetoxyconduritol B key intermediate, followed by cis-dihydroxylation. Selective functionalization of axial and equatorial hydroxy groups allows the synthesis of symmetric inositol phosphates as well as unsymmetrical, enantiomerically pure inositol phosphates.
ASJC Scopus Sachgebiete
- Chemie (insg.)
- Physikalische und Theoretische Chemie
- Chemie (insg.)
- Organische Chemie
Zitieren
- Standard
- Harvard
- Apa
- Vancouver
- BibTex
- RIS
in: European Journal of Organic Chemistry, Jahrgang 2005, Nr. 14, 04.07.2005, S. 3101-3115.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Flexible Stereo- and Regioselective Synthesis ofmyo-Inositol Phosphates(Part 1)
T2 - Via Symmetrical Conduritol B Derivatives
AU - Podeschwa, Michael A.L.
AU - Plettenburg, Oliver
AU - Altenbach, Hans Josef
PY - 2005/7/4
Y1 - 2005/7/4
N2 - A practical route is described for the preparation of myo-inositol polyphosphates. Optically pure myo-inositol derivatives can be prepared from p-benzoquinone in both forms by enzymatic resolution of a C2- symmetric diacetoxyconduritol B key intermediate, followed by cis-dihydroxylation. Selective functionalization of axial and equatorial hydroxy groups allows the synthesis of symmetric inositol phosphates as well as unsymmetrical, enantiomerically pure inositol phosphates.
AB - A practical route is described for the preparation of myo-inositol polyphosphates. Optically pure myo-inositol derivatives can be prepared from p-benzoquinone in both forms by enzymatic resolution of a C2- symmetric diacetoxyconduritol B key intermediate, followed by cis-dihydroxylation. Selective functionalization of axial and equatorial hydroxy groups allows the synthesis of symmetric inositol phosphates as well as unsymmetrical, enantiomerically pure inositol phosphates.
KW - Asymmetric synthesis
KW - Biocatalytic resolution
KW - Inositol phosphates
KW - Natural products
KW - Phosphorylation
KW - Protecting groups
UR - http://www.scopus.com/inward/record.url?scp=22544466436&partnerID=8YFLogxK
U2 - 10.1002/ejoc.200400911
DO - 10.1002/ejoc.200400911
M3 - Article
AN - SCOPUS:22544466436
VL - 2005
SP - 3101
EP - 3115
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 14
ER -