Methyl N-(3-cyanopicolinoyl)-l-tryptophanate
In the title compound, C19H16N4O3, the stereocenter has an l configuration; l-tryptophan methyl ester hydrochloride being used as a starting material. The indole ring system and the pyridine ring are inclined to one another by 13.55 (14)°.
Volodymyr Medviediev +4 more
doaj +1 more source
Formal Total Synthesis of Salvinorin A
The generation of the quaternary stereocenter at the C9 position of salvinorin A precursors by the Claisen rearrangement was investigated. The required allyl alcohol was prepared from a Wieland‐Miescher ketone using a known γ‐hydroxylation, reduction of ...
Marc Halang, Prof. Dr. Martin E. Maier
doaj +1 more source
A novel α-tetrazole-substituted 1,1′-binaphthylazepine chiral catalyst has been synthesized and its absolute configuration has been determined by DFT computational analysis of the vibrational circular dichroism (VCD) spectrum of its precursor.
Assunta Summa +7 more
doaj +1 more source
Rapid Synthesis of the Spiroketal Subunit of Neaumycin B: Stereochemical Aspects of Singly Anomeric Spiroketals and Proposal for a Stereocenter Reassignment. [PDF]
Healy AE +3 more
europepmc +2 more sources
Chemical Synthesis of Staphyloferrin B Affords Insight into the Molecular Structure, Iron Chelation, and Biological Activity of a Polycarboxylate Siderophore Deployed by the Human Pathogen [PDF]
Staphyloferrin B (SB) is a citrate-based polycarboxylate siderophore produced and utilized by the human pathogen Staphylococcus aureus for acquiring iron when colonizing the vertebrate host.
Abergel R. J. +64 more
core +2 more sources
Enantiomerically highly enriched unsaturated β-ketoesters bearing a quaternary stereocenter can be utilized as building blocks for the synthesis of natural occurring terpenes, i. a., trisporic acid and its derivatives. An advanced building block has been
Silke Dubberke +2 more
doaj +1 more source
Discovery of a Plant Pictet–Spenglerase With R‐Stereoselectivity
Strictosidine synthases (STRs) are plant Pictet–Spenglerases catalyzing the coupling of a secoiridoid with tryptamine. All previously characterized strictosidine synthases are strictly S‐selective. Here, we report the discovery of Epi‐STR, an R‐selective STR ortholog from the medicinal plant Pogonopus speciosus.
Clara Morweiser +3 more
wiley +2 more sources
2S-(1RS-benzyloxy-hex-5-enyl)-2,3-dihydro-1,4-benzodioxine
In medicinal chemistry, the precise configuration of molecules is a crucial determinant of their pharmacological properties. Hence, the introduction of a new chiral center during the synthetic pathway involves the assignment of configuration.
Angelica Artasensi, Laura Fumagalli
doaj +1 more source
Garner’s aldehyde as a versatile intermediate in the synthesis of enantiopure natural products
Since its introduction to the synthetic community in 1984, Garner’s aldehyde has gained substantial attention as a chiral intermediate for the synthesis of numerous amino alcohol derivatives.
Mikko Passiniemi, Ari M.P. Koskinen
doaj +1 more source
Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation [PDF]
Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of “classic” natural product target molecules. This publication highlights recent methods for setting quaternary and
Behenna, Douglas C. +11 more
core +3 more sources

