Abstract
The total synthesis of sculponeatin N, a bioactive polycyclic diterpene isolated from Isodon sculponeatus, is reported. Key features of the synthesis include diastereoselective Nazarov and ring-closing metathesis reactions, and a highly efficient formation of the bicyclo[3.2.1]octane ring system by a reductive radical cyclization. Sculpting sculponeatin: The total synthesis of sculponeatin N, a bioactive polycyclic diterpene isolated from Isodon sculponeatus, is reported. Key features of the synthesis include diastereoselective Nazarov and ring-closing metathesis reactions, and highly efficient formation of the bicyclo[3.2.1]octane ring system by a reductive radical cyclization.
Original language | English (US) |
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Pages (from-to) | 2988-2991 |
Number of pages | 4 |
Journal | Angewandte Chemie - International Edition |
Volume | 53 |
Issue number | 11 |
DOIs | |
State | Published - Mar 10 2014 |
Keywords
- isodon terpenes
- natural products
- reductive cyclization
- ring-closing metathesis
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)
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CCDC 970246: Experimental Crystal Structure Determination
Moritz, B. J. (Creator), Mack, D. J. (Creator), Tong, L. (Creator) & Thomson, R. J. (Creator), Cambridge Crystallographic Data Centre, 2014
DOI: 10.5517/cc11km8h, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc11km8h&sid=DataCite
Dataset
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CCDC 970247: Experimental Crystal Structure Determination
Moritz, B. J. (Creator), Mack, D. J. (Creator), Tong, L. (Creator) & Thomson, R. J. (Creator), Cambridge Crystallographic Data Centre, 2014
DOI: 10.5517/cc11km9j, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc11km9j&sid=DataCite
Dataset