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Yamamoto等曾报道烯丙基型的锡有机化合物可与羰基化合物进行亲核加成反应,得到高烯丙基型的醇.他们还发现此反应具有立体选择性.此后又发现这个反应可以被溶剂中的微量水所催化,使反应加速进行.这些结果促使我们进一步探讨当醛分子中含有羟基、酚基、硝基、卤素等各种不同的反应活性基团时,与烯丙基锡进行的反应.希望找到一种用传统的Grignard试剂无法直接进行的烯丙基化反应. 我们选择了间和邻羟基苯甲醛、间和对硝基苯甲醛、对溴苯甲醛、7-羟基-3,7-二甲基辛醛等化合物作反应底物,在金属锡粉存在下使羰基化合物与烯丙基溴反应.结果都得到了相应的高烯丙基醇.
Yamamoto et al. Reported that an allylic tin organic compound can undergo nucleophilic addition reaction with a carbonyl compound to give a highly allyl-type alcohol, and they also found that the reaction has stereoselectivity, after which it was found that the reaction could be blocked by a solvent In the trace amount of water catalyzed to accelerate the reaction These results prompted us to further explore when the aldehyde molecules containing hydroxyl, phenol, nitro, halogen and other reactive groups, with allyl tin We hope to find out an allylation reaction which can not be carried out directly with the traditional Grignard reagent.We have selected the compound of o-hydroxybenzaldehyde, p-nitrobenzaldehyde, p-bromobenzaldehyde, 7-hydroxy- 7-dimethyloctanal and other compounds as the reaction substrate, in the presence of metal tin carbonyl compounds and allyl bromide reaction results have been the corresponding high allyl alcohol.