17016-83-0Relevant articles and documents
Bis(o-nitrophenyl) carbonate as a new reagent for the synthesis of chiral oxazolidin-2-ones
Simon, Monika,Micle, Andreea,Badea, Valentin,Csunderlik, Carol
, p. 2633 - 2639 (2009)
Bis(o-nitrophenyl) carbonate reacts under mild conditions with chirals 1,2-amino alcohols and, after addition of DMAP, affords the corresponding oxazolidin-2-ones in very good yields.
Single-Pot Reductive Conversion of Amino Acids to Their Respective 2-Oxazolidinones Employing Trichloromethyl Chloroformate as the Acylating Agent: A Multigram Synthesis
Pridgen, Lendon N.,Prol, J.,Alexander, Bruce,Gillyard, L.
, p. 3231 - 3233 (1989)
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Chiral Dipole-Stabilized Anions: Experiment and Theory in Nonbenzylic Systems. 100percent Stereoselective Deprotonation and Two-Electron vs Single-Electron Transfer in the Chemistry of Lithium and Copper Piperidinooxazolines
Gawley, Robert E.,Hart, Georgina C.,Bartolotti, Libero J.
, p. 175 - 181 (1989)
A chiral oxazoline derived from valine mediates the 100percent stereoselective deprotonation of the 2-position of piperidine, forming a single diastereomer organolithium, which is dipole-stabilized.The organolithium species undergoes either two electron or single electron transfer processes, but the latter predominate for most electrophiles.The corresponding cuprates undergo only single electron transfer processes.MNDO calculations indicate little difference in energy between most of the conformational and stereoisomers of the organolithium, suggesting that the single organolithium diastereomer is formed under kinetic control.Mechanistic rationales for the unprecedented deprotonation, as well as the single electron transfer processes, are presented.
Simple preparation method of N-acyl compound
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Paragraph 0049-0051, (2019/07/04)
The invention relates to a simple preparation method of an N-acyl compound. The simple preparation method comprises the specific steps that an amine compound and R-OCF3 are mixed in a solvent and react for 1 min-48 h at -80-100 DEG C, after the reaction is completed, water is added for quenching, and column separation and purification or recrystallization and purification are carried out to obtainthe N-acyl compound. According to the simple preparation method of the N-acyl compound, the characteristic that a substance containing trifluorooxygen groups can be decomposed in situ to produce fluorophosgene is utilized, and the substance directly reacts with the amine compound to achieve rapid N-carbonylation of an amines substrate and efficiently prepare a urea derivative and a carbamyl fluoride compound. The simple preparation method of the N-acyl compound has the advantages that the operation is simple, the reaction time is short, the application range of the substrate is wide, no catalysts or additives need to be used, the raw materials are easy to obtain, the product yield is high, the purification is easy, and the required compound can be obtained by using a column chromatographyisolation method or recrystallization.
Synthesis of a diastereomer of the marine macrolide lytophilippine A
Klüppel, André,Gille, Annika,Karayel, Ceren Ester,Hiersemann, Martin
supporting information, p. 2421 - 2425 (2019/03/29)
The synthesis of a diastereomer of lytophilippine A required 22 longest linear steps using known building blocks. Cross-metathesis/asymmetric aldol addition and regioselective esterification/ring-closing metathesis served as efficient combi tools for scaffold construction. Detailed NMR investigations in different solvent (systems) provide evidence for a deep-seated configurational misassignment of the molecule named lytophilippine A.
