278169-72-5

Basic information

• Product Name: (R)-phenyl-1,2-bis(methanesulfonyloxy)ethane
• Synonyms: (R)-phenyl-1,2-bis(methanesulfonyloxy)ethane
• CAS NO: 278169-72-5
• Molecular Weight: 294.35
• Mol File: 278169-72-5.mol

Chemical Properties

• CAS DataBase Reference: (R)-phenyl-1,2-bis(methanesulfonyloxy)ethane(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-phenyl-1,2-bis(methanesulfonyloxy)ethane(278169-72-5)
• EPA Substance Registry System: (R)-phenyl-1,2-bis(methanesulfonyloxy)ethane(278169-72-5)

Safety Data

• Hazardous Substances Data: 278169-72-5(Hazardous Substances Data)

Upstream product

• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 278169-73-6 (R)-1-phenyl-spiro[2.4]hepta-4,6-diene 
• 72397-56-9 (2R)-dimethyl 2-phenylcyclopropane-1,1-dicarboxylate 

Relevant articles and documents

A new roate to cationic half-sandwich ruthenium(II) complexes with chiral cyclopentadienylphosphane ligands

Optically active cyclopentadieny-linked phosphane ligands Ln of general formula C5H5CH2CH(R) PR′2 (R = Ph, R′ = Ph, L1; R = Ph, R′ = Cy, L2; R = mesityl, R′ = Ph, L3)

Optically active rhodium complexes with indenyl-linked phosphane ligands

The optically active indenyl-linked phosphane ligands (S)-[2-(3H-inden-1-yl)-1-phenylethyl]diphenylphosphane (L1) and (S)-[2-(4,7-dimethyl-3H-inden-1-yl)-1-phenyl-ethyl]diphenylphosphane (L2) were synthesized in three steps from (R)-1-phenylethane-1,2-diol in excellent yields. Their lithium salts reacted with [Rh(μ-Cl)(η2-CH2CH2)2]2 at -78 °C in THF affording the planar chiral complexes (S,Rpl + Spl)-[Rh(η5-indenyl-CH2CH(Ph)PPh2-kP)(η2-CH2CH2)] and (S,Rpl + Spl)-[Rh(η5-4,7-dimethylindenyl-CH2CH(Ph)PPh2-kP)(η2-CH2CH2)] as 61:39 and 15:85 mixtures of diastereomers. The complexes were isolated in optically pure form by column chromatography. The stereochemical configuration of one of the diastereomers was determined by X-ray crystallography. The complexation of L2 was studied in different solvents and with several Rh precursors and diastereomeric excesses up to 76% were achieved. The ability of the chiral ligands to control the stereochemistry at the metal center was tested by oxidative addition of methyl iodide. Diastereomeric excesses greater than 98% were observed.

Stereospecific copper(II)-catalyzed tandem ring opening/oxidative alkylation of donor-acceptor cyclopropanes with hydrazones: Synthesis of tetrahydropyridazines

Aerobic copper(II)-catalyzed tandem ring opening and oxidative C-H alkylation of donor-acceptor cyclopropanes with bisaryl hydrazones is accomplished to produce tetrahydropyridazines, in which copper(II) plays dual role as a Lewis acid as well as redox catalyst. The reaction is stereospecific, and optically active cyclopropanes can be reacted with high optical purities (89-98% enantiomeric excess). The substrate scope, functional group tolerance, dual role of the copper(II) catalyst, and the use of air as an oxidant are the important practical features. A product bearing a 3-bromoaryl group can be subjected to Pd-catalyzed Suzuki coupling with boronic acid in high yield.

Chiral ansa-bridged η5-cyclopentadienyl molybdenum complexes: Synthesis, structure and application in asymmetric olefin epoxidation

Ansa-bridged η5-cyclopentadienyl carbonyl molybdenum complexes were synthesized with stereogenic centers located in the side chain. An exemplary X-ray crystal structure and the catalytic activity for asymmetric olefin epoxidation are reported. In non-chiral epoxidation the compounds show a good catalytic activity, comparable to activities observed for the related non-chiral complexes of composition CpMo(CO)3X (X = Cl, CH3). For the asymmetric epoxidation of trans-β-methylstyrene the chiral induction is up to ca. 20%. The high ring strain of the ansa-bridged system hampers, unfortunately, its stability under oxidative condition.