1469875-75-9

Upstream product

• 769-60-8 2-methyl-1-phenylprop-2-en-1-one 
• 98-88-4 benzoyl chloride 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 116047-21-3 3-((tert-butyl)dimethylsiloxy)-2-methyl-1-phenylpropan-1-one 
• 49837-27-6 2,3-epoxy-2-methyl-1-phenylpropan-1-one 
• 693-03-8 n-butyl magnesium bromide 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 16735-22-1 3-hydroxy-2-methylpropiophenone 

Downstream Products

• 7087-77-6 (1S,2S) /(1R,2R)-2-methyl-1-phenylpropane-1,3-diol 

Relevant academic research and scientific papers

Br?nsted Base-Catalyzed Transformation of α,β-Epoxyketones Utilizing [1,2]-Phospha-Brook Rearrangement for the Synthesis of Allylic Alcohols Having a Tetrasubstituted Alkene Moiety

A stereoselective transformation of α,β-epoxyketones into alkenylphosphates having a hydroxymethyl group on the β-carbon was established by utilizing the [1,2]-phospha-Brook rearrangement under Br?nsted base catalysis. The reaction involves the catalytic generation of an α-oxygenated carbanion located at the α-position of an epoxide moiety through the [1,2]-phospha-Brook rearrangement and the following epoxide opening. Further transformation of the alkenylphosphates by the palladium-catalyzed cross-coupling reaction with Grignard reagents provided allylic alcohols having a stereodefined all-carbon tetrasubstituted alkene moiety.