436810-31-0

Upstream product

• 21615-34-9 2-Methoxybenzoyl chloride 
• 57822-91-0 2,2,5,5-tetramethyl-1,3-oxazolidine 

Downstream Products

• 434936-18-2 [2-(1-hydroxy-propyl)-6-methoxy-phenyl]-(2,2,4,4-tetramethyl-oxazolidin-3-yl)-methanone 
• 434936-20-6 [2-(1-hydroxy-2,2-dimethyl-propyl)-6-methoxy-phenyl]-(2,2,4,4-tetramethyl-oxazolidin-3-yl)-methanone 
• 434936-23-9 [2-(hydroxy-thiophen-2-yl-methyl)-6-methoxy-phenyl]-(2,2,4,4-tetramethyl-oxazolidin-3-yl)-methanone 

Relevant academic research and scientific papers

Lithiation and stereoselective transformations of 3-aroyl-2,2,4,4tetramethyloxazolidines (TMO amides), a new class of acid-labile atropisomeric amides

Aromatic amides 4 (3-aroyl-2,2,4,4-tetramethyloxazolidines or TMO amides) derived by acylation of 2,2,4,4-tetramethyloxazolidine 6 undergo ortho- and lateral lithiation reactions. Given sufficient steric hindrance to bond rotation, they exhibit atropisomerism about the Ar-CO bond and the Ar-CO axis is able to control the atroposelective formation of new stereogenic centres. Unlike amides derived from hindered secondary amines such as diisopropylamine, the 3-aroyl-2,2,4,4-tetramethyloxazolidines are acid-sensitive, and treatment with methanesulfonic acid gives lactones or lactams by cyclisation onto the amide group.