220651-50-3

Upstream product

• 150-76-5 4-methoxy-phenol 
• 220651-45-6 2-quinolin-4-yl-propan-1-ol 
• 62-53-3 aniline 
• 19020-26-9 4-ethylquinoline 
• 32830-97-0 1-chloro-3-pentanone 

Relevant academic research and scientific papers

O-Protecting groups as long-range stereocontrolling elements in the addition of acetylides to 4-substituted quinolines

Addition of magnesium acetylides in the presence of chloroformate esters to racemic differently O-protected 2-(4-quinolyl)propanols and to enantiopure 2-(4-quinolyl)-1,3-dialkoxypropanes, prepared by a chemoenzymatic route, gives almost exclusive regioselective attack at C-2, with stereoselectivities from moderate to good, depending mainly on the bulkiness of the O-protecting group present.

Remote control by protecting groups in the diastereoselective addition of acetylides to 2-(4-quinolyl)propanol

Differently O-protected 2-(4-quinolyl)propanols undergo, in the presence of chloroformate esters, a regio- and stereoselective addition of acetylides on the carbon α to nitrogen with moderate to good diastereoselectivity. The bulkiness of the OH protecting group, which has a 1,7 relationship with the newly created stereocentre, appears to be mainly responsible for this remote stereocontrol.