306282-43-9

Upstream product

• 108-22-5 Isopropenyl acetate 
• 92093-23-7 1-(4-bromophenyl)ethane-1,2-diol 
• 108-05-4 vinyl acetate 
• 4209-02-3 1-(4-bromophenyl)-2-chloroethan-1-one 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 108-86-1 bromobenzene 
• 7500-37-0 2-(4-bromophenyl)-2-oxoethyl acetate 

Downstream Products

• 306281-96-9 (2S,10S)-(+)-2,10-bis(p-bromophenyl)-1,11-bis(triphenylmethoxy)-3,6,9-trioxaundecane 
• 306282-05-3 (5S,13S)-(+)-21-hydroxy-19-methoxy-5,13-bis(p-bromophenyl)-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1⁽²¹⁾,17,19-triene 
• 306282-02-0 (5S,13S)-(+)-19,21-dimethoxy-5,13-bis(p-bromophenyl)-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1⁽²¹⁾,17,19-triene 
• 306282-08-6 (5S,13S)-5,13-Bis-(4-bromo-phenyl)-3,6,9,12,15-pentaoxa-bicyclo[15.3.1]henicosa-1⁽²⁰⁾,17-diene-19,21-dione 
• 306281-99-2 (2S,10S)-(+)-2,10-bis(p-bromophenyl)-3,6,9-trioxaundecane-1,11-diol 
• 306281-93-6 (S)-(+)-1-(p-bromophenyl)-2-(triphenylmethoxy)ethanol 
• 306282-42-8 (S)-2-(4-bromophenyl)-2-hydroxyethyl 4-methylbenzenesulfonate 
• 5391-88-8 (R)-1-(4-bromophenyl)ethanol 
• 160332-70-7 (S)-(+)-1-(4-bromophenyl)-1,2-ethanediol 

Relevant academic research and scientific papers

Enantioselective Vicinal Diacetoxylation of Alkenes under Chiral Iodine(III) Catalysis

A procedure for the intermolecular enantioselective dioxygenation of alkenes under iodine(III) catalysis has been developed. This protocol employs Selectfluor as the terminal oxidant together with a defined C 2-symmetric aryl iodide as the organocatalyst. This enantioselective reaction proceeds under mild conditions and converts a series of terminal and internal styrenes into the corresponding vicinal diacetoxylation products with up to 96% ee.

Structurally Defined Molecular Hypervalent Iodine Catalysts for Intermolecular Enantioselective Reactions

Molecular structures of the most prominent chiral non-racemic hypervalent iodine(III) reagents to date have been elucidated for the first time. The formation of a chirally induced supramolecular scaffold based on a selective hydrogen-bonding arrangement provides an explanation for the consistently high asymmetric induction with these reagents. As an exploratory example, their scope as chiral catalysts was extended to the enantioselective dioxygenation of alkenes. A series of terminal styrenes are converted into the corresponding vicinal diacetoxylation products under mild conditions and provide the proof of principle for a truly intermolecular asymmetric alkene oxidation under iodine(I/III) catalysis.

Chemoenzymatic synthesis of enantiomerically pure 1,2-diols employing immobilized lipase in the ionic liquid [bmim]PF6

Significantly enhanced enantioselectivity in the enzymatic kinetic resolution of 1,2-diols employing immobilized lipase from Pseudomonas cepacia (PS-C, 'Amano') results from the use of the ionic liquid [bmim]PF6 as reaction medium.

Chemoenzymatic synthesis of enantiomerically pure terminal 1,2-diols

A new practical method for the enzymatic synthesis of 1,2-diols has been developed by employing a lipase catalyzed one-pot transesterification protocol. A series of substituted α-acetoxyphenylethanones 3a-g have been reduced to the corresponding alcohols under mild conditions employing sodium borohydride and moist neutral alumina, and further subjected for lipase catalyzed irreversible transesterification in the same pot to give mono- and diacetate diols (R)-4 and (S)-5, which on hydrolysis afforded terminal 1,2-diols, (R)- and (S)-6 in high enantiomeric excess.

Enantioselective complexation of phenolic crown ethers with chiral aminoethanol derivatives: Effects of substituents of aromatic rings of hosts and guests on complexation

Optically active azophenolic crown ethers having phenyl groups substituted at the respective para-position were prepared and their association constants with chiral aminoethanol derivatives, including 2-amino-2-phenyl-ethanols having an electron-donating or an electron-withdrawing group, were determined in chloroform by means of UV-vis titration methods. The enantioselectivities of these crown ethers are estimated from the ratio of the association constants KR/KS and the effect of aromatic substituents of both hosts and guests on the binding abilities and enantioselectivities is discussed. The structures of the complexes were investigated on the basis of the 1H NMR and UV-vis spectra.