Medizinische Universität Graz Austria/Österreich - Forschungsportal - Medical University of Graz
Gewählte Publikation:
SHR Neuro Krebs Kardio Lipid Stoffw Microb
Wang, SR; Sánchez-Murcia, PA; Gago, F; Fang, WS.
A novel C,D-spirodioxene taxoid synthesized through an unexpected Pd-mediated ring cyclization.
Org Biomol Chem. 2016; 14(1):345-352
Doi: 10.1039/c5ob02131f
Web of Science
PubMed
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- Co-Autor*innen der Med Uni Graz
- Sánchez Murcia Pedro Alejandro
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- Abstract:
- A novel C,D-spirodioxene taxoid (6) was prepared from paclitaxel (1a), with the key steps including an unexpected Pd-mediated ring cyclization. The anti-tubulin activity of 6 was decreased relative to that of 1a and a previously reported C,D-spirolactone taxane (5). These observations could be rationalized on the basis of molecular modeling results. To the best of our knowledge, this is the first example indicating that 1,4-dioxenes can be synthesized from a mono-allyl vicinal diol through a Wacker-type cyclization. This strategy may be applicable to the synthesis of other C,D-spiro taxoids.
- Find related publications in this database (using NLM MeSH Indexing)
- Cyclization -
- Molecular Conformation -
- Palladium - chemistry
- Quantum Theory -
- Stereoisomerism -
- Taxoids - chemical synthesis
- Taxoids - chemistry