有机镁卤化物,通常称为格氏试剂,可将酰基卤转化为叔醇。 该反应需要两当量的格氏试剂,并通过酮中间体进行。
格氏试剂是碳负离子的来源,具有亲核试剂的作用。 该机制始于碳负离子对酰基卤的羰基碳的亲核攻击,形成四面体中间体。 接下来,羰基重新形成,卤离子离开,形成酮。 添加另一当量的碳负离子会产生叔醇盐离子。 醇盐的质子化得到叔醇作为最终产物。
来自章节 14:
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