Asymmetric allylic alkylation of ketone enolates: An asymmetric claisen surrogate
Asymmetric allylic alkylation of ketone enolates: An asymmetric claisen surrogate
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DOI：
10.1021/ol048149t
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发表时间：
2004-10-28
期刊：
影响因子：
5.2
通讯作者：
Tunge, JA
中科院分区：
文献类型：
--
作者：
Burger, EC;Tunge, JA
催化钯（0）和Trost配体的组合提供了用于烯丙基β-酮酯重排的有效催化剂。转化的机制涉及形成π-烯丙基钯中间体，其经历酮烯醇化物的对映选择性攻击。β-酮基羧酸酯的脱羧允许在极其温和的条件下区域特异性地产生烯醇化物。
The combination of catalytic palladium(0) and Trost ligand provides an effective catalyst for the rearrangement of allyl beta-ketoesters. The mechanism of the transformation involves formation of pi-allyl palladium intermediates which undergo enantioselective attack by ketone enolates. Decarboxylation of beta-ketocarboxylates allows regiospecific generation of enolates under extremely mild conditions.