813459-61-9

Upstream product

• 100-52-7 benzaldehyde 
• 383366-27-6 benzyl phenyl(phenylsulfonyl)methylcarbamate 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 23204-70-8 (4S,5R)-4,5-diphenyl-1,3-oxazolidin-2-one 
• 813459-77-7 (4S,5R)-3-((S)-2-Methyl-propane-2-sulfinyl)-4,5-diphenyl-oxazolidin-2-one 
• 813459-67-5 (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ⁴-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Asymmetric Transfer Hydrogenation: Dynamic Kinetic Resolution of α-Amino Ketones

A series of α-amino ketones were reduced using asymmetric transfer hydrogenation (ATH) through a dynamic kinetic resolution (DKR). The protecting group was matched to the reducing agent, and following optimization, a series of substrates were investigated, giving products in high diastereoselectivity, over 99% ee in several cases and full conversion. The methodology was applied to the enantioselective synthesis of an MDM2-p53 inhibitor precursor.

Synthesis of Aminomethylene- gem-bisphosphonates Containing an Aziridine Motif: Studies of the Reaction Scope and Insight into the Mechanism

A broad range of N-carbamoylaziridines were obtained and then treated by the diethyl phosphonate anion to afford α-methylene-gem-bisphosphonate aziridines. Study of the reaction's scope and additional experiments indicates that the transformation proceeds via a new mechanism involving the chelation of lithium ion. This last step is crucial for the reaction to occur and disfavors the aziridine ring-opening. A phosphonate-phosphate rearrangement from a α-hydroxybisphosphonate aziridine intermediate is also proposed for the first time. This reaction provides a simple and convenient method for the synthesis of a highly functionalized phosphonylated aziridine motif.

The Preparation of (1α,3β)-3-Hydroxycholestane-4,6-diene- 1,25-diol Diacetate from a 5,7-Diene Precursor: A New Method for the Synthesis of Heteroannular Dienes

Starting from the 7α-bromide 5a, a regioselective synthesis of (1α,3β)-3-hydroxycholestane-4,6-diene-1,25-diol diacetate (2) is described. The preparative removal of contaminating 5,7-diene 9 was accomplished by the formation of the corresponding Diels-Alder adduct 11. Acetylation of the diacetate 2 followed by acid-catalyzed elimination and rearrangement yielded styrene 13.