Transition-Metal Catalyzed Novel and Useful C-C Bond Formation and Cleavage

烯丙醇是最有用的烯丙基碳源，因为它们稳定、廉价、在自然界中普遍存在。然而，由于它们的低化学反应活性，它们几乎没有被用作C3单元。这项研究揭示了烯丙醇作为C-3单元的潜力；它们不仅作为烯丙基阳离子，而且在Et3B或Et2Zn存在下作为烯丙基阴离子催化钯的反应。也就是说，Pd-Et3B促进1)活性亚甲基化合物的烯丙化，2)胺，3)醛的α位。另一方面，Pd-Et3B或Pd-Et2Zn通过直接利用烯丙醇本身来促进醛和酮的亲核烯丙化反应。所有这些反应都是在室温下进行的，甚至在有水的情况下也是如此。所有这些与使用烯丙醇作为起始材料相关的特征结合在一起，有助于学术进步，也有助于创造环境友好和经济有利的反应。

Allyl alcohols are the most useful allyl carbon source, since they are stable, cheep, ubiquitous in nature. However, they have utilized scarcely as C3-unit owing to their low chemical reactivity. This research have disclosed the potential of allyl alcohols as the C-3 unit; they serve not only as allyl cations, but also as allyl anions in the catalytic reactions of palladium in the presence of Et3B or Et2Zn. That is, Pd-Et3B promotes 1) allylation of active methylene compounds, 2) amines, 3) α-position of aldehydes. On the other hand, Pd-Et3B or Pd-Et2Zn helps nucleophilic allylation of aldehydes and ketones by direct use of allyl alcohols themselves. All these reactions proceed at room temperature and even in the presence of water. All these features associated with the use of an allyl alcohol as a starting material combine to contribute to academic advancement, also to creating reactions that are environmentally friendly and economically advantageous.