The Journal of organic chemistry

The stille reaction of 1, 1-Dibromo-1-alkenes: preparation of trisubstituted alkenes and internal alkynes

W Shen, L Wang

Index: Shen, Wang; Wang, Le Journal of Organic Chemistry, 1999 , vol. 64, # 24 p. 8873 - 8879

Full Text: HTML

Citation Number: 167

Abstract

The Stille reaction of 1, 1-dibromo-1-alkenes 1 with aryl-and vinylstannanes produces different products depending on the reaction conditions. When the reaction is run in toluene or 1, 4-dioxane with tris (2-furyl) phosphine (TFP) as the ligand,(Z)-bromoalkenes 2 are obtained stereospecifically in good to excellent yields with most substrates. However, 2-aryl- 1, 1-dibromo-1-alkenes (1e, 1g) having an electron-donating methoxy group in the para-or ...