Abstract
The reaction of aryl substituted α,β‐unsaturated nitroalkenes 1a–g with triallylaluminum 2 in ether solution at 0°C generated low to high yields of 4,5‐unsaturated nitroalkenes 3a–g after adding the nitronate to an ice‐cold solution of dilute hydrobromic acid. The yields of products 3h–j were increased substantially when the alkyl substituted α,β‐unsaturated nitroalkene 1h and the highly hindered α,β‐unsaturated nitroalkenes 1i and 1j reacted with 2 in the presence of aluminum chloride. The most important thing is triallylaluminum was prepared from allyl bromide and pure elemental Al, not from Grignard reagent.
Acknowledgments
Financial support by National Taiwan Normal University ORD 93‐C and National Science Council of the Republic of China is gratefully acknowledged. We also thank Professor Milton S. Feather for helpful discussions during the preparation of the manuscript.