A palladium-catalyzed enantioselective alkylative desymmetrization of meso-succinic anhydrides

A palladium-catalyzed enantioselective alkylative desymmetrization of meso-succinic anhydrides
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DOI:
10.1021/ja046528b
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发表时间:
2004-08-25
影响因子:
15
通讯作者:
Rovis, T
Rovis, T
中科院分区:
化学1区
文献类型:
--
作者:
Bercot, EA;Rovis, T

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环酐的单烷基化提供了将碳-碳键形成事件与骨架立体化学控制结合起来的机会。我们已经开发了一种钯-JOSIPHOS催化剂系统,使用有机锌试剂作为亲核试剂dessymmetrizesmeso-琥珀酸酐,并发现,在许多情况下,该反应在环境温度下进行。
Monoalkylation of cyclic anhydrides provides an opportunity to couple a carbon−carbon bond-forming event with the control of backbone stereochemistry. We have developed a palladium-JOSIPHOS catalyst system that desymmetrizesmeso-succinic anhydrides using organozinc reagents as nucleophiles, and have found that, in many cases, this reaction proceeds at ambient temperature.