1777-40-8

Upstream product

• 852070-11-2 (E)-1-phenyl-3-vinyloxybut-1-ene 
• 36004-04-3 ethyl (E)-1-phenylbut-1-en-3-ol 
• 30094-01-0 β-styrylmagnesium bromide 
• 3916-97-0 (+/-)-(2-Chlor-ethyl)-(1-methyl-3-phenyl-allyl)-ether 
• 855518-91-1 (E)-4-phenyl-4-vinyloxybut-2-ene 

Relevant academic research and scientific papers

Metalloporphyrin Cr(TPP)Cl-catalyzed Claisen rearrangement of simple aliphatic allyl vinyl ethers and its unique stereoselectivity

The catalytic Z-selective Claisen rearrangement of simple aliphatic allyl vinyl ethers can be achieved using a chromium(III) porphyrin complex, Cr(TPP)Cl, as a catalyst: Cr(TPP)Cl significantly enhances reversal of E-Z selectivity in the thermal Claisen r

Highly regioselective [3,3] rearrangement of aliphatic allyl vinyl ethers catalyzed by a metalloporphyrin complex, Cr(TPP)Cl

The Claisen rearrangement of simple aliphatic allyl vinyl ethers catalyzed by a metalloporphyrin, Cr(TPP)Cl, is described. The porphyrin-based Lewis acid catalyst can effectively accelerate the rearrangement via a concerted [3,3] pathway with a minimal degree of bond ionization of the substrates, providing the corresponding Claisen products in moderate to high yields and almost perfect regioselectivity at low catalyst loading.

Regioselective lewis acid-mediated [1,3] rearrangement of allylvinyl ethers

(Chemical Equation Presented) Aluminum and copper Lewis acids were implemented to effect a regioselective [1,3] rearrangement of allylvinyl ethers in moderate to good yields. The use of trisubstituted alkenes leads to depressed levels of Claisen products.