Details
| Original language | English |
|---|---|
| Pages (from-to) | 8719-8734 |
| Number of pages | 16 |
| Journal | Chemistry - A European Journal |
| Volume | 12 |
| Issue number | 34 |
| Publication status | Published - 16 Nov 2006 |
Abstract
The total synthesis of the cyclic diterpene ent-tonantzitlolone (ent-1) is presented. Key steps for assembling the macrocyclic core structure of 1 are a highly selective aldol reaction and an E selective ring-closing metathesis reaction. A detailed investigation of these two steps and the final transformations towards the completion of the synthesis is disclosed.
Keywords
- Aldol reactions, Natural products, Ring-closing metathesis, Terpenes, Total synthesis
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- Organic Chemistry
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In: Chemistry - A European Journal, Vol. 12, No. 34, 16.11.2006, p. 8719-8734.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Total synthesis of cyclic diterpene tonantzitlolone based on a highly stereoselective substrate-controlled aldol reaction and ring-closing metathesis
AU - Jasper, Christian
AU - Adibekian, Alexander
AU - Busch, Torsten
AU - Quitschalle, Monika
AU - Wittenberg, Rüdiger
AU - Kirschning, Andreas
PY - 2006/11/16
Y1 - 2006/11/16
N2 - The total synthesis of the cyclic diterpene ent-tonantzitlolone (ent-1) is presented. Key steps for assembling the macrocyclic core structure of 1 are a highly selective aldol reaction and an E selective ring-closing metathesis reaction. A detailed investigation of these two steps and the final transformations towards the completion of the synthesis is disclosed.
AB - The total synthesis of the cyclic diterpene ent-tonantzitlolone (ent-1) is presented. Key steps for assembling the macrocyclic core structure of 1 are a highly selective aldol reaction and an E selective ring-closing metathesis reaction. A detailed investigation of these two steps and the final transformations towards the completion of the synthesis is disclosed.
KW - Aldol reactions
KW - Natural products
KW - Ring-closing metathesis
KW - Terpenes
KW - Total synthesis
UR - http://www.scopus.com/inward/record.url?scp=33845186923&partnerID=8YFLogxK
U2 - 10.1002/chem.200600082
DO - 10.1002/chem.200600082
M3 - Article
C2 - 16955524
AN - SCOPUS:33845186923
VL - 12
SP - 8719
EP - 8734
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
IS - 34
ER -