Back to Search
Start Over
Asymmetric Total Synthesis of Propindilactone G
- Source :
- Journal of the American Chemical Society. 137:10120-10123
- Publication Year :
- 2015
- Publisher :
- American Chemical Society (ACS), 2015.
-
Abstract
- A concise total synthesis of (+)-propindilactone G, a nortriterpenoid isolated from the stems of Schisandra propinqua var. propinqua, has been achieved for the first time. The key steps of the synthesis include an asymmetric Diels-Alder reaction, a Pauson-Khand reaction, a Pd-catalyzed reductive hydrogenolysis reaction, and an oxidative heterocoupling reaction. These reactions enabled the synthesis of (+)-propindilactone G in only 20 steps. As a consequence of our synthetic studies, the structure of (+)-propindilactone G has been revised.
- Subjects :
- Cycloaddition Reaction
biology
Chemistry
Stereochemistry
Total synthesis
chemistry.chemical_element
Chemistry Techniques, Synthetic
General Chemistry
biology.organism_classification
Biochemistry
Triterpenes
Catalysis
Terpene
Colloid and Surface Chemistry
Hydrogenolysis
Propindilactone G
Oxidation-Reduction
Palladium
Schisandra propinqua
Schisandra
Subjects
Details
- ISSN :
- 15205126 and 00027863
- Volume :
- 137
- Database :
- OpenAIRE
- Journal :
- Journal of the American Chemical Society
- Accession number :
- edsair.doi.dedup.....a94feefc806c8b4fa5716bf5591ccf70