159406-30-1

Upstream product

• 591-51-5 phenyllithium 
• 205437-22-5 (4RS,5R)-4-methoxy-5-methyl-1,3-oxazolidin-2-one 
• 766-90-5 cis-1-phenyl-1-propylene 
• 917-61-3 sodium isocyanate 
• 40421-51-0 (1R,2R)-1-phenylpropane-1,2-diol 
• 57-13-6 urea 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 102439-90-7 1-amino-1-phenyl-propan-2-ol; hydrochloride 
• 873-66-5 1-propenylbenzene 
• 51-79-6 urethane 

Relevant academic research and scientific papers

Stereoselective Synthesis of Enantiopure Oxazolidinones via Biocatalytic Asymmetric Aminohydroxylation of Alkenes

Chiral oxazolidinones are of significance in both medicinal and synthetic chemistry, while preparing these compounds usually involves using expensive starting materials and harsh reaction conditions. Herein, a one-pot biocatalytic cascade process was developed for stereo- and regioselective aminohydroxylation of diverse alkenes by combining styrene monooxygenase and halohydrin dehalogenase, providing an approach to enantiopure oxazolidinones. (Figure presented.).

Copper-Catalyzed Diastereoselective Addition of Diborylmethane to N-tert-Butanesulfinyl Aldimines: Synthesis of β-Aminoboronates

We have developed a highly chemo- and diastereoselective alkylation of N-tert-butanesulfinyl aldimines with diborylmethane. Whereas the addition of diborylmethane under metal-free conditions shows poor diastereoselectivity, the use of a copper catalyst an

(Enantio)selective Hydrogen Autotransfer: Ruthenium-Catalyzed Synthesis of Oxazolidin-2-ones from Urea and Diols

A novel strategy for the synthesis of oxazolidin-2-ones from vicinal diols and urea is described. In this heterocycle synthesis, two different C?O and C?N bonds are sequentially formed in a domino process consisting of nucleophilic substitution and alcohol amination. The use of readily available starting materials and the good atom economy render this process environmentally benign. While this transformation is already highly chemo- and regioselective, we also developed the first asymmetric version of this method using (R)-(+)-MeO-BIPHEP as the chiral ligand.

Practical modifications and applications of the sharpless asymmetric aminohydroxylation in the one-pot preparation of chiral oxazolidin-2-ones

Chiral oxazolidin-2-ones are synthetically valuable as chiral auxiliaries, and many have pharmaceutically interesting biological activity. This communication focuses on a convenient, practical one-pot preparation of chiral 4,5-disubstituted oxazolidan-2-o

Diastereoselective Amidoalkylation Reactions of Electrochemically Methoxylated Chiral 2-Oxazolidinones with Organocopper Reagents

(4RS,5R)-4-Methoxy-5-methyl-2-oxazolidinone (2ab), easily obtained by electrochemical decarboxylative methoxylation of the cyclic L-threonine derivative (4S,5R)-5-methyl-2-oxazolidinone-4-carboxylic acid (1), acts as effective diastereoselective amidoalkylation reagent.The methoxy group exchange in 2ab can be performed with higher order organocuprates (R3Cu2Li) in the presence of BF3*OEt2.The 4-alkyl- or 4-aryl-substituted 2-oxazolidinones 3-6 can be obtained with trans diastereoselectivities between 75 and 98percent in SN1 fashion via the intermediate N-acylimine.On the contrary, the N-methylated (4RS,5R)-4-methoxy-3,5-dimethyl-2-oxazolidinone (7ab) undergoes methoxy group exchange under identical conditions mainly via the SN2 mechanism.Thus, starting from trans-7a mainly cis-8b is formed with 76percent ds.The described procedures make cis- or trans-4-alkyl-5-methyl-2-oxazolidinones and the respective dichiral 2-amino alcohols selectively available by a short reaction sequence.