Highly Enantioselective Conjugate Addition of Malononitrile to 2-Enoylpyridines with Bifunctional Organocatalyst

Highly Enantioselective Conjugate Addition of Malononitrile to 2-Enoylpyridines with Bifunctional Organocatalyst
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DOI:
10.1021/ol3015607
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发表时间:
2012-09-07
期刊:
影响因子:
5.2
通讯作者:
Singh, Vinod K.
Singh, Vinod K.
中科院分区:
化学1区
文献类型:
--
作者:
Molleti, Nagaraju;Rana, Nirmal K.;Singh, Vinod K.

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在金鸡纳生物碱双功能尿素催化剂的催化下,丙二腈与一系列β -取代的2-烯基吡啶进行了高效的对映选择性共轭加成反应。使用假对映体催化剂,产物的对映体选择性可达97%,产率高。其中一种对映体富集产物已转化为高度功能化的哌酮衍生物。
An efficient enantioselective conjugate addition of malononitrile to a range of beta-substituted 2-enoylpyridines catalyzed by cinchona alkaloid-based bifunctional urea catalysts has been developed. Both enantiomers of the products could be achieved with the same level of enantioselectivity by using pseudoenantiomeric catalysts in up to 97% ee and in excellent yields. One of the enantioenriched products has been transformed to a highly functionalized piperidone derivative.