76524-57-7

Upstream product

• 21040-45-9 Cinnamyl acetate 
• 104108-29-4 prenyl tributylstannane 
• 17314-40-8 3-Methyl-2-butenyl-trimethylstannane 
• 7217-71-2 1-phenyl-2-propenyl acetate 
• 4392-24-9 Cinnamyl bromide 
• 82859-38-9 (2E)-1-iodo-3,7-dimethylocta-2,6-diene 
• 41004-19-7 1-iodo-3-methyl-but-2-ene 

Relevant academic research and scientific papers

Selective Alkylation and Allylation of Allylic Halides by Tetraorganoidates: Regio- and Stereo-selective Synthesis of Rosefuran and Sesquirosefuran

Tetraalkylindanes regioselectively alkylate allylic bromides at the α-carbon.In this way, 1,5-dienes have been regio- and stereo-selectively synthesized by the allyl-allyl coupling of allylic bromides and allylic indates, including rosefuran 1 and sequirosefuran 3.

Chemistry of organosilicon compounds. CC. Allyl coupling reactions of allylsilanes and allylstannanes with allylic halides, ethers and acetates promoted by a Lewis acid

Facile allyl couplings between allylsilanes or allylstannanes and various allylic substrates such as halides, ethers or acetates promoted by a Lewis acid, leading to 1,5-dienes with regiospecific transposition in the allylic part of allylmetallics have been observed. The combination of allylstannanes with allylic acetates promoted by bis(diethylaluminum) sulfate gives the most satisfactory results. The factors influencing the regioselectivity with respect to allylic substrates are discussed.

ALLYLSTANNANES AS ELECTROFUGAL PARTNERS IN ALLYLIC ALKYLATION

Unsymmetrical allyl-allyl couplings occur between allylstannanes and allyl acetates catalyzed by palladium(0) and a novel direct coupling of an allyl acetate in the presence of a distannane and a palladium(0) catalyst is also possible.