Type of Publication: | Journal article |
Publication status: | Published |
Author: | Breunig, Michael; Yuan, Po; Gaich, Tanja |
Year of publication: | 2019 |
Published in: | Angewandte Chemie International Edition ; 2019. - ISSN 1433-7851. - eISSN 1521-3773 |
Pubmed ID: | 31750980 |
DOI (citable link): | https://dx.doi.org/10.1002/anie.201912613 |
Summary: |
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.
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Subject (DDC): | 540 Chemistry |
Keywords: | furanocembranoid, norcembrenolide, ring-closing metathesis, total synthesis, transannular [4+2] cycloaddition |
Bibliography of Konstanz: | Yes |
Refereed: | Yes |
Online First: Journal articles that are published online before they appear as an actual part of a journal issue. Online first articles are published on the journal's website in the publisher's version. | |
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BREUNIG, Michael, Po YUAN, Tanja GAICH, 2019. An Unexpected Transannular [4+2] Cycloaddition during the Total Synthesis of (+)-Norcembrene 5. In: Angewandte Chemie International Edition. ISSN 1433-7851. eISSN 1521-3773. Available under: doi: 10.1002/anie.201912613
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