133940-76-8

Upstream product

• 90319-52-1 (4R)-phenyl-2-oxazolidinone 
• 814-68-6 acryloyl chloride 
• 79-10-7 acrylic acid 
• 20989-17-7 Phenylglycinol 
• 24461-61-8 (R)-Phenylglycine methyl ester 

Downstream Products

• 203627-46-7 (1S,4R,8S)-4-hydroxy-3-oxo-8-[(4S)-4-phenyloxazolidin-2-one-3-carbonyl]-2-oxabicyclo[2.2.2]oct-5-ene 
• 1314042-67-5 (4R)-3-[{(2'S)-(1'-benzyloxycarbonyl)aziridin-2'-yl}carbonyl]-4-phenyl-2-oxazolidinone 
• 1314042-68-6 (4R)-3-[{(2'R)-(1'-benzyloxycarbonyl)aziridin-2'-yl}carbonyl]-4-phenyl-2-oxazolidinone 

Relevant academic research and scientific papers

Revised Structures of Dehydrostenines A and B: Total Syntheses of (±)-Dehydrostenine A and Structure Assigned to Dehydrostenine B

The first total syntheses of the Stemona alkaloid dehydrostenine A and the structure assigned to dehydrostenine B have been completed from a simple pyrrole substrate in 10 and 11 steps, respectively. Two independent Br?nsted-acid-mediated intramolecular Michael additions were exploited to construct the tetracyclic dehydrostenine core. As a result of synthetic studies and associated analysis of the relevant literature, revisions of the structures originally assigned to dehydrostenines A and B are proposed.

Diastereoselective aziridination of chiral electron-deficient olefins with N-chloro-N-sodiocarbamates catalyzed by chiral quaternary ammonium salts

Chiral quaternary ammonium salt-catalyzed diastereoselective aziridination of electron-deficient olefins that possess a chiral auxiliary with N-chloro-N-sodiocarbamates was developed. The key to high stereoselectivity was found to be the employment of the

On the mechanism of the Fe(CO)5-catalyzed Kharasch reaction 1. Stereochemistry of addition of BrCCl3 to (R)-3-(E)-cinnamoyl-4-phenyloxazolidin-2-one, (R)-3-(E)-acryloyl-4-phenyloxazolidin-2-one, and their π-complexes with Fe(CO)4

Regioselectivity and diastereoselectivity of the addition of BrCCl3 to (R)-3-(E)-cinnamoyl-4-phenyloxazolidin-2-one (1) and (R)-3-(E)-acryloyl-4-phenyloxazolidin-2-one (2) catalyzed by Fe(CO)5 or initiated with benzoyl peroxide were investigated. Stereochemistry of the reaction of BrCCl3 with the π-complexes (4R,αS,βS)-η 2-(3-(E)-cinnamoyl-4-phenyl-oxazolidin-2-one)irontetracarbonyl (3a) and (4R,αR)-η 2-(3-acryloyl-4-phenyloxazolidin-2-one)irontetracarbonyl (4b) was also studied. The results obtained allow the following conclusions to be drawn: (1) the thermal Kharasch reaction catalyzed by Fe(CO)5 proceeds by a redox catalysis mechanism; (2) iron (in any of its oxidation states) is not coordinated to olefins in the transition state of the reaction; (3) the transfer of the halogen atom on the radical adduct probably occurs inside a radical-iron cation pair.