315668-05-4

Upstream product

• 533-31-3 Sesamol 
• 19009-39-3 N,N-diisopropylcarbamoyl chloride 
• 150-76-5 4-methoxy-phenol 
• 315668-09-8 4-[(diisopropylamino)carbonyl]-1,3-benzodioxol-5-yl propionate 
• 216155-54-3 4-methoxyphenyl N,N-diisopropyl carbamate 
• 315668-04-3 N,N-diisopropyl-5-hydroxy-1,3-benzodioxole-4-carboxamide 
• 315668-00-9 1,3-benzodioxol-5-yl N,N-diisopropylcarbamate 

Downstream Products

• 315668-11-2 2-[(diisopropylamino)carbonyl]-4-hydroxyphenyl propionate 
• 210104-13-5 2-(diisopropylcarbamoyl)benzene-1,4-diol 

Relevant academic research and scientific papers

Chemo- and Regioselective Anionic Fries Rearrangement Promoted by Lithium Amides under Aerobic Conditions in Sustainable Reaction Media

A straightforward and efficient protocol to promote the metalation/anionic Fries rearrangements of O-aryl carbamates, using for the first time a lithium amide as metalating agent under aerobic/ambient-friendly reaction conditions, is reported. This approach enables the sustainable preparation of salicylamide derivatives with high levels of chemoselectivity within ultrafast reaction times, working at room temperature in the presence of air/moisture, and using environmentally responsible cyclopentyl methyl ether as a solvent. Furthermore, the regioselective manipulation of O-2-tolyl carbamates has been accomplished using interchangeably alkyllithiums or lithium amides, with an unexpected beneficial contribution from the employment of biorenewable protic eutectic mixtures as non-innocent reaction media.

Atropisomeric benzamides and naphthamides as chiral auxiliaries

Atropisomeric compounds whose chirality resides in a rotationally restricted aryl-CONR2 bond may be employed as chiral auxiliaries. The electron-withdrawing amide group causes problems in the diastereoselective functionalisation of enolates derived from atropisomeric phenyl esters, but a strategy based on atroposelective nucleophilic addition to a chiral aldehyde followed by stereospecific [3,3] sigmatropic rearrangement allows atropisomeric naphthamides to be used as auxiliaries. The auxiliaries are resolved by dynamic resolution during aminal formation using a proline-derived diamine. The Royal Society of Chemistry 2000.