CONVERSION OF ALDEHYDES AND KETONES INTO SELENOACETALS - USE OF TRIS-(PHENYLSELENO)BORANE AND TRIS-(METHYLSELENO)BORANE

被引:25
作者
CLIVE, DLJ
MENCHEN, SM
机构
[1] Department of Chemistry, University of Alberta, Edmonton, Alberta
关键词
D O I
10.1021/jo01338a013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of trifluoroacetic acid, aldehydes and ketones react with tris(phenylseleno)borane and with tris(methylseleno)borane to give the corresponding bis(phenylseleno)- 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 α,β-unsaturated carbonyl compounds, but, where the reagents are applicable, yields averaged 78%. © 1979, American Chemical Society. All rights reserved.
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页码:4279 / 4285
页数:7
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