436807-00-0

Upstream product

• 321174-47-4 (R)-α-(hydroxymethyl)benzylhydroxylamine 
• 19530-43-9 2-allyloxy-1-naphthaldehyde 
• 436806-96-1 (2R)-1-[(Z)-{[2-(allyloxy)-1-naphthyl]methylene}(oxido)amino]-2-phenylethanol 

Downstream Products

• 321574-22-5 N-[(1R,2R)-2-(hydroxymethyl)-2,3-dihydro-1H-benzo[f]chromen-1-yl]-N-methyl-N'-[3-(trifluoromethyl)phenyl]thiourea 
• 436807-20-4 (3aS,11cR)-1,3a,4,11c-tetrahydro-3H-benzo[5,6]chromeno[4,3-c]isoxazole 

Relevant academic research and scientific papers

A stereoselective intramolecular 1,3-dipolar nitrone cycloaddition for the synthesis of substituted chromanes

A stereoselective intramolecular 1,3-dipolar nitrone cycloaddition useful in the synthesis of chromanes is described. The reaction relies on the use of a chiral auxiliary on the nitrone partner. Key to the success of the reaction is the choice of auxiliary and the choice of Lewis acid catalyst. Utilizing an auxiliary with a pendant coordinating group, and Zn(OTf)2 as the Lewis acid, diastereoselectivities up to 22:1 could be achieved.