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Enantioselective Oxidative (4+3) Cycloadditions between Allenamides and Furans through Bifunctional Hydrogen-Bonding/Ion-Pairing Interactions

BINOL-based N-trifluoromethanesulfonyl phosphoramides catalyze the enantioselective (4+3) cycloaddition between furans and oxyallyl cations, the latter being generated in situ by oxidation of allenamides. The chiral organic phosphoramide counteranion is proposed to engage in the activation of the oxyallyl cation intermediate through cooperative hydrogen-bonding and ion-pairing interactions, enabling an efficient chirality transfer that provide the final adducts with high diastereo- and enantioselectivities. Remarkably, the reaction shows a wide substrate scope that includes a variety of substituted allenamides and furans.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H1100NO – PubChem

 

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Process for the production of optically active 4-aryl-2-pyrrolidinones

Stereoselective process for the production of (4R)- or (4S)-4-aryl-2-pyrrolidinones as well as intermediate products and the stereoselective process for the production of the optically active intermediate compounds.

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Oxazolidine – Wikipedia,
Oxazolidine | C3H171NO – PubChem

 

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BISPHOSPHONATE COMPOUNDS

Novel bisphosphonate cyclic acetal compounds are disclosed, as well as methods of preparing the compounds, pharmaceutical compositions including the compounds, and administration of the compounds in methods of treating bone metabolism disorders, such as abnormal calcium and phosphate metabolism.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H83NO – PubChem

 

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Stereospecific Nucleophilic Addition Reactions to Olefins. Addition of Thiols to alpha,beta-Unsaturated Carboxylic Acid Derivatives

Stereospecific nucleophilic addition of thiols to derivatives of alpha,beta-unsaturated carboxylic acids is described.The additions are carried out at room temperature in the presence of a catalytic amount of lithium thiolate and an excess of thiol as a proton source.Erythro and threo adducts are obtained with high diastereoselectivity from E and Z olefins, respectively.This anti addition suggests that the enolate generated by nucleophilic addition undergoes rapid protonation prior to conformational change in the intermediate.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H823NO – PubChem

 

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Catalytic asymmetric protonation of chiral calcium enolates via 1,4-addition of malonates

Catalytic asymmetric protonation of chiral calcium enolates was performed. Chiral calcium enolates, prepared in situ from imides and malonates via 1,4-addition in the presence of catalytic amounts of Ca(OEt)2, Ph-PyBox, and achiral phenol, were smoothly protonated to afford adducts bearing tertiary asymmetric carbons in high yields with high enantioselectivities. The adducts were readily converted to optically active 2-substituted 1,5-dicarboxylic acid derivatives.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H908NO – PubChem

 

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Chemoselective Copper-Catalyzed Ullmann-Type Coupling of Oxazolidinones with Bromoiodoarenes

We describe the highly selective copper-catalyzed Ullmann-type coupling of bromoiodoarenes with oxazolidinones. 3,4,7,8-Tetramethyl-1,10-phenanthroline (Me4Phen) was identified as an optimal ligand promoting the desired C-N bond formation, while minimizing the competitive bromo-iodo exchange pathway that leads to formation of iodo-substituted and bis-coupled side products. The developed method is highly selective with a >98:2 ratio of the bromo- vs iodo-substituted compounds obtained in the isolated products.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H689NO – PubChem

 

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Calcium-catalyzed direct amination of pi-activated alcohols

A calcium-catalyzed direct amination of pi-activated alcohols with different nitrogen nucleophiles under very mild reaction conditions is presented. The high reactivity of the calcium catalyst allows for an efficient conversion of secondary and tertiary benzylic and allylic as well as tertiary propargylic alcohols. Nitrogen nucleophiles such as carbamates, tosylamides and anilines are readily alkylated at room temperature.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H599NO – PubChem

 

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The direct reductive amination of electron-deficient amines with aldehydes: The unique reactivity of the Re2O7 catalyst

An unprecedented direct reductive amination of electron-deficient amines such as Cbz-, Boc-, EtOCO-, Fmoc-, Bz-, ArSO2-, Ar2PO-, etc. protected amines with aldehydes is achieved using the Re2O 7 catalyst and silanes as the hydride source. Excellent regioselective mono-alkylation and chemoselective reductive-amination were observed.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H468NO – PubChem

 

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Promotion of reaction of N-H bonds with triarylbismuth and cupric acetate

Arylation of a diverse group of N-H containing compounds at room temperature with triarylbismuth and cupric acetate in the presence of a tertiary amine promoter, such as triethylamine or pyridine, is described. This mild and highly efficient procedure, which is based on Barton’s earlier work on the arylation of amines, can be applied to amides, imides, ureas, carbamates, and sulfonamides. Copyright (C) 1996 Elsevier Science Ltd.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H411NO – PubChem

 

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The chemistry and biology of rhizoxins, novel antitumor macrolides from Rhizopus chinensis

This Report reviews completed syntheses of the potent cytotoxic fungal metabolite rhizoxin and its natural congener didesepoxyrhizoxin (rhizoxin D) along with current knowledge of the pharmacological properties of these compounds.

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Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H614NO – PubChem