15135-12-3

Upstream product

• 14679-13-1 2-(2,4,6-trimethylphenyl)propene 
• 576-83-0 2,4,6-trimethylphenyl bromide 
• 1401797-89-4 2-(2,4,6-trimethylphenyl)-2-propen-1-ol 
• 59660-68-3 α,α,2,4,6-pentamethylbenzenemethanol 
• 1667-01-2 2,4,6-Trimethylacetophenone 

Downstream Products

• 1447974-67-5 5-(chloromethyl)-5-mesityloxazolidin-2-one 
• 1448165-24-9 5-(chloromethyl)-5-mesityloxazolidin-2-one 
• 1447974-81-3 2-mesitylprop-2-en-1-amine 
• 1447974-58-4 tert-butyl (2-mesitylallyl)carbamate 

Relevant academic research and scientific papers

Solvent-dependent enantiodivergence in the chlorocyclization of unsaturated carbamates

A remarkable solvent-controlled enantiodivergence is seen in the hydroquinidine 1,4-phthalazinediyl diether ((DHQD)2PHAL)-catalyzed chlorocyclization of unsaturated carbamates. Eyring plot analyses of this previously unreported reaction are used to probe and compare the R- and S-selective pathways. In the CHCl3/hexanes solvent system, the pro-R process shows a surprising increase in selectivity with increasing temperature. These studies point to a strongly solvent-dependent entropy-enthalpy balance between the pro-R and pro-S pathways. Two solvents, two enantiomers: Enantiodivergent hydroquinidine 1,4-phthalazinediyl diether ((DHQD) 2PHAL)-catalyzed chlorocyclization of unsaturated carbamates, controlled solely by the choice of solvent, yields oxazolidinones in high enantioselectivity (see scheme; DCDMH=1,3-dichloro-5,5-dimethyl hydantoin). The origin of the observed enantiodivergence is traced back to a solvent-selected entropy-enthalpy balance between pro-R and pro-S pathways that dictates the course of the reaction. Copyright

THE EFFECT OF ORTHO METHYL GROUPS ON CUMYL SYSTEMS

The reactions of 2-mesityl-2-propanol (2) and 2-mesityl-1-propene (6) have been investigated with the objective of evaluating the effect of ortho methyl groups on chemical reactivity.The 13C NMR spectrum of 2-mesityl-2-propyl cation (3) indicates the expected steric inhibition to resonance.