75712-77-5

Upstream product

• 75712-76-4 dicinnamyldimethylammonium bromide 
• 76118-96-2 trans-1-dimethylamino-3,6-diphenylhexa-1,5-diene 
• 75712-79-7 trans-3-dimethylamino-1,4-diphenylhexa-1,5-diene 
• 4392-24-9 Cinnamyl bromide 
• 33962-90-2 N,N-dimethylcinnamylamine 
• 124-41-4 sodium methylate 

Relevant academic research and scientific papers

Base Catalysed Rearrangements involving Ylide Intermediates. Part 1. The Rearrangements of Diallyl- and Allylpropynyl-ammonium Cations

The base catalysed rearrangements of diallylammonium cations and allylpropynylammonium cations are described.In most cases, the major product arises by a symmetry-allowed sigmatropic rearrangement of the intermediate ylide.The minor products can be regarded as being derived by homolysis of the ylide into a radical pair followed by recombination.

Base Catalysed Rearrangements involving Ylide Intermediates. Part 4. Sigmatropic Rearrangements of 4-Dimethylaminobutenes and Sigmatropic Rearrangements of 3-Dimethylaminohexa-1,5-dienes

The sighmatropic rearrangement (11) -> (12) of the 9-dimethylamino-9-(1-phenylallyl)fluorene is a stereoselective process (84:16) at 170 deg C.Analogous rearrangements (16) -> (17) of the fluorene derivatives show that the reaction rate is increased by electron donating 9-substituents in the order O- > NMe2 > OMe.Similar substituent effects are observed for the Cope rearrangement (25) -> (26) of hexa-1,5-dienes. 4-Phenyl, 4,4-dimethyl, and 3-dimethylamino substituents are particularly effective in accelerating the rate of the rearrangement (25) -> (26).