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61.
Bianca Flavia Bonini Luca Bernardi Mauro Comes-Franchini Gabriella Dessole Mariafrancesca Fochi Alfredo Ricci 《Phosphorus, sulfur, and silicon and the related elements》2013,188(5-6):1273-1277
Abstract Enantiomerically pure 2-hydroxyalkyl, 2-aminoalkyl and 2-iminoalkyl ferrocenyl p-tolylsulfides are easily prepared in good yields and with complete diastereocontrol from (S)-(2-p-tolylthio)ferrocencarboxyaldehyde. 2-Iminoalkyl ferrocenyl derivatives can be used as ligands in asymmetric catalysis and as starting materials for asymmetric Staudinger reaction. 相似文献
62.
Giovanna Delogu Ottorino De Lucchi Maria Paola Fois Giovanni Valle 《Phosphorus, sulfur, and silicon and the related elements》2013,188(3-4):417-425
Abstract Ketimines la-d derived from ortho-aminosubstituted phenylthioethers were prepared in order to determine the degree of chirality transfer from the chiral auxiliary to the sulfur atom in the formation of the sulfoxide or to the α-carbon atom in the reaction of the anion with alkyl halides or benzaldehyde. Oxidation to the sulfoxide occurred with little or no asymmetric induction. The crystalline benzyl sulfone 4c was deprotonated by alkyllithium or Grignard reagents and reacted with alkyl halides and benzaldehyde, in all cases with little to fair transfer of chirality. The major diastereoisomer from methylation of the anion of 4c with methyl iodide, was isolated, and afforded the enantiomerically pure amine 5 after removal of the chiral auxiliary. An X-ray structure determination of 4d allowed the assignment of the absolute configuration of the asymmetric carbon and revealed that the conformation of the ketimine in the crystal state is not homogeneous. 相似文献
63.
Dr. Alexandre Lumbroso Dr. Michael L. Cooke Prof. Dr. Bernhard Breit 《Angewandte Chemie (International ed. in English)》2013,52(7):1890-1932
Allylic alcohols represent an important and highly versatile class of chiral building blocks for organic synthesis. This Review summarizes the plethora of methods developed for the catalytic asymmetric synthesis of enantioenriched allylic alcohols. These include: dynamic kinetic resolution (DKR/DKAT), nucleophilic 1,2‐addition to carbonyl groups, allylic substitution, oxidation of C? H bonds, the addition of O nucleophiles to π systems, reduction of unsaturated carbonyl compounds, and an alternative route from enantioenriched propargylic alcohols. Furthermore, these catalytic asymmetric processes are exemplified by their applications in the syntheses of complex molecules such as natural products and potential therapeutic agents. 相似文献
64.
M. B. Deshmukh S. D. Jadhav A. R. Mali A. W. Suryawanshi P. V. Anbhule S. S. Jagtap 《合成通讯》2013,43(23):2967-2971
The conjugate addition of organomanganese reagents to α,β‐unsaturated aldehydes and allylic bisacetate in presence of Me3Si‐Cl and tetrakis acetonitrile copper(I) tetrafluroborate is described. 相似文献
65.
Acid catalysed epoxy ring opening of several lupane type triterpenoids leads to unusual allylic hydroxylation. The reaction involves the formation of epoxide by m‐chloroperbenzoic acid followed by the treatment of mineral acid. The simple methodology finds utility to introduce a hydroxyl function at the allylic position in these triterpenoids, which is otherwise quite difficult. 相似文献
66.
Polysubstituted allylic amines were regio- and stereoselectively synthesized by a one-pot tandem reaction of Cu(I)-catalyzed carbomagnesiation of acetylenic sulfones and its further reaction with N-tosylimine. 相似文献
67.
Ganta Madhusudhan Reddy V. V. N. K. V. Prasada Raju J. Moses Babu Ch. Praveen Mayur Khunt K. Mukkanti 《合成通讯》2013,43(11):1725-1736
Tenatoprazole (Ulsacare®) is a recently developed antiulcerative drug used for the treatment of both erosive and nonerosive gastroesophageal reflux disease. During the bulk synthesis of tenatoprazole, we have observed four impurities (tenatoprazole N‐oxide, tenatoprazole sulfone N‐oxide, N‐methyl tenatoprazole, and desmethoxy tenatoprazole) and two metabolites (tenatoprazole sulfide and tenatoprazole sulfone). The present work describes the synthesis and characterization of these impurities. 相似文献
68.
A convenient one-pot method has been developed for the synthesis of substituted acetylchromans involving the condensation of polyhydroxyacetophenone with isoprene and long chain allylic alcohol (phytol) in the presence of borontrifluoride etherate (BF3-Et2O). 相似文献
69.
Tiffany N. Thompson Susan Ramos-Hunter Jasmine Robertson Natalie Y. Arnett 《Tetrahedron letters》2013
The effect of solvent purity on the synthesis and yield of bisphenol A tetrachlorocyclotriphosphazene (BATCCP) has not been described in the literature. The purpose of this research was to synthesize BATCCP hybrid monomers and to evaluate the effect of solvent purity on the BATCCP production. BATCCP monomers were prepared by an interfacial procedure in a water/toluene system as a function of time with the assistance of a phase transfer catalyst, tetraoctylammonium bromide. 1H and 31P NMR confirmed the production of BATCCP monomer by the appearance of chemical shifts at 7.18 and 5.35 ppm in the 1H NMR and 23.4 and 13.9 ppm in the 31P NMR, respectively. Distillation of the toluene, not suggested in previous reports of HCCP hybrid synthesis, resulted in an improvement of actual % yield to 40% and stability of the product throughout the 1440 min reaction as confirmed by MALDI, compared with an 11% actual yield at 15 min, decaying to 2% over a 1440 min reaction when the synthesis was performed with ‘anhydrous toluene’ as provided commercially without further distillation. 相似文献