Conversion of aldehydes and ketones into selenoacetals: use of tris (phenylseleno) borane and tris (methylseleno) borane

DLJ Clive, SM Menchen

Index: Clive,D.L.J.; Menchen,S.M. Journal of Organic Chemistry, 1979 , vol. 44, p. 4279 - 4285

Full Text: HTML

Citation Number: 21

Abstract

In the presence of trifluoroacetic acid, aldehydes and ketones react with tris (phenylse1eno) borane and with tris (methylse1eno) borane to give the corresponding bis (phenylse1eno)- and bis (methylseleno) acetals, respectively. Suitable reaction periods lie in the approximate range 20 min-24 h and generally about 12 mol%(based on the carbonyl compound) of TFA is required. The borane reagents are not suitable for tu $-unsaturated carbonyl ...