Selectivity of the reaction for substituted propargyl bromide with aldehydes promoted by metal tin

This paper reports the reaction of trimethylsilyl propargyl bromide or phenyl propargyl bromide with aldehydes promoted by powdered tin. The selectivity and mechanism of these reactions were discussed. The yields of products for reaction of trimethylsilyl propargyl bromide are 71��84%. The ratios of allenyl alcohol and homopropargyl alcohol are 44:56 to 25:75. The product for reaction of phenyl propargyl bromide is allenyl alcohol and the yields are 4 4 . 0 �� 66.7%.