Details
| Original language | English |
|---|---|
| Pages (from-to) | 4457-4460 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 45 |
| Issue number | 23 |
| Publication status | Published - 6 May 2004 |
Abstract
The first synthetic advances towards the novel diterpenoid tonantzitlolone 1 are described. The key steps in the synthesis involve a chromium(II) Reformatsky reaction, a diastereoselective C1 extension and an expeditious aldol coupling step of two advanced precursors.
Keywords
- Chromium Reformatsky reaction, Formylation, Polymer-supported reagents, Terpene, Total synthesis
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Pharmacology, Toxicology and Pharmaceutics(all)
- Drug Discovery
- Chemistry(all)
- Organic Chemistry
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In: Tetrahedron Letters, Vol. 45, No. 23, 06.05.2004, p. 4457-4460.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Towards the total synthesis of tonantzitlolone - Preparation of key fragments and the complete carbon backbone
AU - Wittenberg, Rüdiger
AU - Beier, Christian
AU - Dräger, Gerald
AU - Jas, Gerhard
AU - Jasper, Christian
AU - Monenschein, Holger
AU - Kirschning, Andreas
N1 - Funding information: This research was supported by a graduate fellowship provided by the state of Lower Saxony for R.W. and by a Kekulé scholarship for C.J. provided by the Stiftung Stipendien-Fonds des Verbandes der Chemischen Industrie. We are grateful to Dr. Jasmin Jakupovic (AnalytiCon Discovery GmbH, Potsdam) for providing us with details on Tonantzitlolone. Finally, we thank the Fonds der Chemischen Industrie for general support.
PY - 2004/5/6
Y1 - 2004/5/6
N2 - The first synthetic advances towards the novel diterpenoid tonantzitlolone 1 are described. The key steps in the synthesis involve a chromium(II) Reformatsky reaction, a diastereoselective C1 extension and an expeditious aldol coupling step of two advanced precursors.
AB - The first synthetic advances towards the novel diterpenoid tonantzitlolone 1 are described. The key steps in the synthesis involve a chromium(II) Reformatsky reaction, a diastereoselective C1 extension and an expeditious aldol coupling step of two advanced precursors.
KW - Chromium Reformatsky reaction
KW - Formylation
KW - Polymer-supported reagents
KW - Terpene
KW - Total synthesis
UR - http://www.scopus.com/inward/record.url?scp=2342542873&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2004.04.056
DO - 10.1016/j.tetlet.2004.04.056
M3 - Article
AN - SCOPUS:2342542873
VL - 45
SP - 4457
EP - 4460
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 23
ER -