872052-28-3

Basic information

• Product Name: [(R,R)-2-(2-iodophenyl)-5-methyl-4,5-dihydrooxazol-4-yl]methanol
• Synonyms: [(R,R)-2-(2-iodophenyl)-5-methyl-4,5-dihydrooxazol-4-yl]methanol
• CAS NO: 872052-28-3
• Molecular Weight: 317.126
• Mol File: 872052-28-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [(R,R)-2-(2-iodophenyl)-5-methyl-4,5-dihydrooxazol-4-yl]methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [(R,R)-2-(2-iodophenyl)-5-methyl-4,5-dihydrooxazol-4-yl]methanol(872052-28-3)
• EPA Substance Registry System: [(R,R)-2-(2-iodophenyl)-5-methyl-4,5-dihydrooxazol-4-yl]methanol(872052-28-3)

Safety Data

• Hazardous Substances Data: 872052-28-3(Hazardous Substances Data)

Upstream product

• 4387-36-4 2-iodobenzonitrile 
• 3228-51-1 L-threoninol 

Downstream Products

• 872052-29-4 (R,R)-2-(2-iodophenyl)-4-methoxymethyl-5-methyl-4,5-dihydrooxazole 

Relevant articles and documents

Conformational preferences and enantiodiscrimination of phosphino-4-(1-hydroxyalkyl)oxazoline-metal-olefin complexes resulting from an OH-metal hydrogen bond

Phosphinooxazolines carrying (1-hydroxy-1-phenyl)methyl and (1-methoxy-1-phenyl)methyl substituents in the 4 position of the oxazoline ring exhibit contrasting behavior in Pd- and Ir-catalyzed allylic alkylations. Whereas catalysts with the methoxy-containing ligand generally provide products with high ee's, use of catalysts prepared from the hydroxy-containing ligand results in products with low ee's or even racemates. DFT calculations suggest the presence of a hydrogen bond with Pd(0) as the proton acceptor in the hydroxy-containing olefin-Pd(0) complexes, which induces a conformational change in the ligand, leading to different stereoselectivity.