Search results for "Total synthesis"
showing 10 items of 111 documents
ChemInform Abstract: Total Synthesis of (-)-Hymenosetin.
2016
Hymenosetin (I) and its N-methyl analogue are prepared in 11 and 8 steps, respectively, from citronellal employing an intramolecular Diels-Alder reaction as the key step.
Aromatic abietane diterpenoids: total syntheses and synthetic studies
2015
ChemInform Abstract: Total Synthesis of (.+-.)-Scopolamine: Challenges of the Tropane Ring.
2016
Scopolamine was synthesized using 6,7-dehydrotropine as a key intermediate. Rhodium-catalyzed [4 + 3] cycloaddition chemistry and a modified Robinson–Schopf reaction were each independently evaluated for their utility in constructing the tropane core. Both synthetic approaches gave comparable overall yields.
A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E
2017
Two hitherto unknown fusaricidins were obtained from fermentation broths of three Paenibacillus strains. After structure elucidation based on tandem mass spectrometry and NMR spectroscopy, fusaricidin E was synthesized to confirm the structure and the suggested stereochemistry. The synthesis was based on a new strategy which includes an efficient access to the 15-guanidino-3-hydroxypentadecanoyl (GHPD) side chain from erucamide.
Organocatalytic approach to benzofused nitrogen-containing heterocycles: enantioselective total synthesis of (+)-angustureine.
2008
Total Synthesis of Lavendamycin by a [2+2+2] Cycloaddition
2011
The total synthesis of the bacterial-derived, pentacyclic, antitumor antibiotic lavendamycin has been achieved through a highly convergent strategy. The key step of this synthesis is a ruthenium-catalyzed [2+2+2] cycloaddition of an electron-deficient nitrile to an alkynyl-ynamide to prepare the carboline scaffold. The elaborate cycloaddition substrate is obtained in few steps by an N-ethynylation using alkynyliodonium salt chemistry and two palladium-catalyzed cross-coupling reactions. An efficient synthesis of a halogenated quinoline-5,8-dione building block starting from hydroquinone is presented.
Synthetic studies on 1-azabicyclo[5.3.0]decane alkaloids
2018
The first chapter introduces the reader to the concept of natural product total synthesis and its importance to chemistry, other sciences, and society. The second chapter reviews the chemistry of natural products containing 1-azabicyclo[5.3.0]decane motifs. This bicyclic motif and the natural products related to it, have been a continuous source of synthetic inspiration over the last decades. The second chapter of the thesis reviews the strategies and tactics developed. The third chapter covers the author’s total synthesis of stemoamide, a 1-azabicyclo[5.3.0]decane motif containing alkaloid. Additionally, two diastereomers of stemoamide were synthesized, allowing their structural reassignme…
Synthetic Approaches to the Lamellarins—A Comprehensive Review
2014
The present review discusses the known synthetic routes to the lamellarin alkaloids published until 2014. It begins with syntheses of the structurally simpler type-II lamellarins and then focuses on the larger class of the 5,6-saturated and -unsaturated type-I lamellarins. The syntheses are grouped by the strategy employed for the assembly of the central pyrrole ring.
Correction: Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type
2015
Correction for ‘Total synthesis of two potent anti-inflammatory macrolactones of the oxacyclododecindione type’ by Johannes Tauber et al., Org. Biomol. Chem., 2015, 13, 7813–7821.