Publikation: An Unexpected Transannular [4+2] Cycloaddition during the Total Synthesis of (+)-Norcembrene 5
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2020
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Angewandte Chemie International Edition. Wiley. 2020, 59(14), pp. 5521-5525. ISSN 1433-7851. eISSN 1521-3773. Available under: doi: 10.1002/anie.201912613
Zusammenfassung
We report a concise and versatile total synthesis of the diterpenoid (+)-norcembrene 5 from simple building blocks. A ring-closing metathesis as well as an auxiliary-directed 1,4-addition represent the key steps of our synthetic route. During the synthesis, an unprecedented, highly oxidized pentacyclic structure motif was established from a furanocembranoid via transannular [4+2] cycloaddition.
Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
Schlagwörter
furanocembranoid, norcembrenolide, ring-closing metathesis, total synthesis, transannular [4+2] cycloaddition
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BREUNIG, Michael, Po YUAN, Tanja GAICH, 2020. An Unexpected Transannular [4+2] Cycloaddition during the Total Synthesis of (+)-Norcembrene 5. In: Angewandte Chemie International Edition. Wiley. 2020, 59(14), pp. 5521-5525. ISSN 1433-7851. eISSN 1521-3773. Available under: doi: 10.1002/anie.201912613BibTex
@article{Breunig2020Unexp-47761,
year={2020},
doi={10.1002/anie.201912613},
title={An Unexpected Transannular [4+2] Cycloaddition during the Total Synthesis of (+)-Norcembrene 5},
number={14},
volume={59},
issn={1433-7851},
journal={Angewandte Chemie International Edition},
pages={5521--5525},
author={Breunig, Michael and Yuan, Po and Gaich, Tanja}
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