Details
| Original language | English |
|---|---|
| Pages (from-to) | 3116-3127 |
| Number of pages | 12 |
| Journal | European Journal of Organic Chemistry |
| Volume | 2005 |
| Issue number | 14 |
| Publication status | Published - 4 Jul 2005 |
| Externally published | Yes |
Abstract
A practical route is described for the preparation of myo-inositol phosphates. Optically pure compounds can be prepared, in both forms, from p-benzoquinone by enzymatic resolution of a diacetoxyconduritol key intermediate. Monosubstituted inositol derivatives can be obtained by breaking the C2 symmetry of conduritol B derivatives. A wide variety of myo-inositol phosphates can be synthesized by combining the previously reported symmetrical approach with this new non-symmetrical approach.
Keywords
- Asymmetric synthesis, Biocatalytic resolution, Inositol phosphates, Natural products, Phosphorylation, Protecting groups
ASJC Scopus subject areas
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
Cite this
- Standard
- Harvard
- Apa
- Vancouver
- BibTeX
- RIS
In: European Journal of Organic Chemistry, Vol. 2005, No. 14, 04.07.2005, p. 3116-3127.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Flexible Stereo- and Regioselective Synthesis of myo-Inositol Phosphates (Part 2)
T2 - Via Nonsymmetrical 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 phosphates. Optically pure compounds can be prepared, in both forms, from p-benzoquinone by enzymatic resolution of a diacetoxyconduritol key intermediate. Monosubstituted inositol derivatives can be obtained by breaking the C2 symmetry of conduritol B derivatives. A wide variety of myo-inositol phosphates can be synthesized by combining the previously reported symmetrical approach with this new non-symmetrical approach.
AB - A practical route is described for the preparation of myo-inositol phosphates. Optically pure compounds can be prepared, in both forms, from p-benzoquinone by enzymatic resolution of a diacetoxyconduritol key intermediate. Monosubstituted inositol derivatives can be obtained by breaking the C2 symmetry of conduritol B derivatives. A wide variety of myo-inositol phosphates can be synthesized by combining the previously reported symmetrical approach with this new non-symmetrical approach.
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=22544476849&partnerID=8YFLogxK
U2 - 10.1002/ejoc.200400918
DO - 10.1002/ejoc.200400918
M3 - Article
AN - SCOPUS:22544476849
VL - 2005
SP - 3116
EP - 3127
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 14
ER -