92288-03-4

Upstream product

• 593-60-2 Vinyl bromide 
• 90319-52-1 (4R)-phenyl-2-oxazolidinone 
• 102-09-0 bis(phenyl) carbonate 
• 7646-69-7 sodium hydride 
• 875-74-1 (R)-phenylglycine 
• 56613-80-0 D-2-phenylglycinol 
• 503590-46-3 (R)-3-ethynyl-4-phenyl-1,3-oxazolidin-2-one 

Downstream Products

• 152564-98-2 (R)-3-((1R,2S)-2-Hexadecyl-2-methoxy-3-oxo-cyclobutyl)-4-phenyl-oxazolidin-2-one 
• 207676-58-2 (R)-4-Phenyl-3-((2R,3R)-2-phenyl-oxetan-3-yl)-oxazolidin-2-one 
• 725258-04-8 (2R,4R)-4-(tert-butoxy)-2-[(4R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]-3,4-dihydro-2H-pyran-6-carboxylic acid methyl ester 
• 1009311-69-6 C₁₅H₁₇NO₄ 
• 1009311-68-5 C₁₅H₁₇NO₄ 
• 1018683-79-8 ethyl (3R,5S)-2-benzyl-5-[(R)-4-phenyl-2-oxooxazolidin-3-yl]isoxazolidine-3-carboxylate 
• 1018683-81-2 ethyl (3S,5S)-2-benzyl-5-[(R)-4-phenyl-2-oxooxazolidin-3-yl]isoxazolidine-3-carboxylate 
• 1180844-01-2 C₁₇H₁₅NO₂ 
• 1440570-66-0 (R,E)-diethyl 2-[2-(2-oxo-4-phenyloxazolidin-3-yl)vinyl]malonate 
• 1379581-13-1 C₁₉H₁₉NO₆ 
• 1379581-10-8 C₁₆H₁₅NO₄ 
• 207676-65-1 (-)-3-[2-(1-hydroxy-3-phenylpropyl)]-4-phenyloxazolidin-2-one 

Relevant academic research and scientific papers

Enamide-benzyne-[2 + 2] cycloaddition: Stereoselective tandem [2 + 2]-pericyclic ring-opening-intramolecular N-tethered [4 + 2] cycloadditions

Image Presented Benzyne-[2 + 2] cycloadditions with enamides are described. This effort led to the development of a highly stereoselective tandem [2 + 2] cycloaddition-pericyclic ring-opening-intramolecular-N-tethered-[4 + 2] cycloaddition for rapid assembly of nitrogen heterocycles.

1,3-Dipolar cycloaddition of N-substituted dipolarophiles and nitrones: Highly efficient solvent-free reaction

(Chemical Equation Presented) New isoxazolidines were synthesized in good to excellent yields by 1,3-dipolar cycloaddition of N-vinylamide dipolarophiles and nitrones. Strikingly, solvent-free conditions gave high conversion and yields, shortened reaction time, and minimized degradation products. N-Vinyloxazolidin-2-one and its analogues used in these cycloaddition reactions were conveniently prepared in excellent yields by a modified version of Buchwald's one-step copper-catalyzed vinylation using vinyl bromide. From the adducts, a two-step access to various unsymmetric aspartate derivatives was also described.

Copper(II)-catalyzed amidations of alkynyl bromides as a general synthesis of ynamides and Z-enamides. An intramolecular amidation for the synthesis of macrocydic ynamides

A general and efficient method for the coupling of a wide range of amides with alkynyl bromides is described here. This novel amidation reaction involves a catalytic protocol using copper(II) sulfate-pentahydrate and 1,10-phenanthroline to direct the sp-C-N bond formation, leading to a structurally diverse array of ynamides including macrocyclic ynamides via an intramolecular amidation. Given the surging interest in ynamide chemistry, this atom economical synthesis of ynamides should invoke further attention from the synthetic organic community.

Preparation of Chiral N-Vinyl Oxazolidinones by a Simple General Procedure

A high yielding, general, and practical procedure for the N-vinylation of 2-oxazolidinones via TMSOTf-promoted dehydroalkoxylation of N,O-acetals is described.

Synthetic Studies on the Key Component of the New Generation of Quinolonecarboxylic Acid, DU-6859. 2. Asymmetric Synthesis of (1R,2S)-2-Fluorocyclopropylamine

The title synthesis was achieved by featuring diastereoface-selective cyclopropanation of (4R,5S)-4,5-diphenyl-3-vinyl-2-oxazolidinone and its related compounds, the chiral conformationally rigid N-vinylcarbamates, with zinc-monofluorocarbenoid, followed

Synthesis of Optically Active Butenolides via Chromium Alkoxycarbene Complexes: Total Synthesis of (+)-Tetrahydrocerulenin and Two Butenolides from the Marine Sponge Plakortis lita

Optically active butenolides were synthesized from the corresponding cyclobutanones, derived from the photolysis of chromium alkoxycarbene complexes and optically active ene-carbamates.The cyclobutanones were oxidized (Baeyer-Villiger) to the corresponding lactones, and subsequent base-induced elimination of the β-oxazolidinone ring provided optically active butenolides efficiently.The butenolides were utilized in the syntheses of (+)-tetrahydrocerulenin and two marine natural products.

Synthesis of optically active ene carbamates from chromium carbene complexes: Use in palladium(II)-assisted synthesis of relays to (+)-thienamycin

Attempts to prepare optically active chromium carbene complexes containing the oxazolidinone moiety led instead to an efficient and general synthesis of optically active ene carbamates. One of these has been subjected to palladium(II)-assisted carboacylat