Trichloromethyl- and tribromomethyl-tributyltin give adducts with aldehydes. On acidolysis the corresponding trichloromethyl- and tribromomethylcarbinols are obtained in good yields. The stereochemistry of the addition reaction with hydratropic aldehyde was investigated and the substituent effects were determined by means of competitive experiments with substituted benzaldehydes. The inefficiency of
三
氯甲基-和三
溴甲基-三
丁基锡与醛形成加合物。在酸解中,以良好的产率获得相应的三
氯甲基和三
溴甲基甲醇。研究了与亲
水醛加成反应的立体
化学,并通过竞争性实验确定了取代
苯甲醛的取代基效果。自由基反应
引发剂和
抑制剂的效率低下,再加上不存在重排产物,似乎排除了自由基的作用机理。该反应可能是离子性的,并且羰基上三卤
甲基的亲核攻击。