75954-72-2

Upstream product

• 50783-64-7 5-bromo-2-methyl-1-penten-3-yne 
• 42817-44-7 (E)-N,N-dimethyl-3-phenylprop-2-en-1-amine 
• 10605-68-2 4-methyl-4-penten-2-yn-1-ol 
• 78-80-8 2-methylbut-1-en-3-yne 

Downstream Products

• 75954-75-5 (7E)-5-dimethylamino-2-methyl-8-phenylocta-1,7-dien-3-yne 
• 75954-73-3 5-dimethylamino-2-methyl-6-phenylocta-1,7-dien-3-yne 

Relevant academic research and scientific papers

Base Catalysed Rearrangements involving Ylide Intermediates. Part 7. The Rearrangements of Allyl(pentadienyl)- and Propionyl(pentadienyl)-ammonium Cations. The Sigmatropic Rearrangement.

The base catalysed rearrangements of the cations (7), (17), (22), and (27) gave the enamines (9), (18), (23), and (28), which on hydrolysis yielded the aldehyde (10), (19), (24), and (29) respectively.The reactions are shown to be concerted sigmatropic rearrangements proceeding via a nine-membered transition state involving 10? electrons.The base catalysed rearrangements of the 3-phenylprop-2-ynyl (pentadienyl) ammonium cations (51), (52), (60), and (61), however yield only the products of , , and sigmatropic rearrangements.