Thiourea-catalyzed enantioselective cyanosilylation of ketones

Thiourea-catalyzed enantioselective cyanosilylation of ketones
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DOI:
10.1021/ja052511x
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发表时间:
2005-06-29
影响因子:
15
通讯作者:
Jacobsen, EN
Jacobsen, EN
中科院分区:
化学1区
文献类型:
--
作者:
Fuerst, DE;Jacobsen, EN

文献摘要

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新型手性氨基硫脲催化剂3d促进了多种酮的高对映选择性氰硅化反应。受阻的叔胺取代基在立体诱导和反应活性方面都起着关键作用,这表明了硫脲激活亲电性和胺激活亲核性的协同机制。
The new chiral amino thiourea catalyst3dpromotes the highly enantioselective cyanosilylation of a wide variety of ketones. The hindered tertiary amine substituent plays a crucial role with regard to both stereoinduction and reactivity, suggesting a cooperative mechanism involving electrophile activation by thiourea and nucleophile activation by the amine.