Highly diastereoselective and enantioselective direct Michael addition of phthalide derivatives to nitroolefins.

Highly diastereoselective and enantioselective direct Michael addition of phthalide derivatives to nitroolefins.
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DOI:
10.1039/c3cc42187b
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发表时间:
2013-05
影响因子:
4.9
通讯作者:
Jie Luo;Haifei Wang;F. Zhong;J. Kwiatkowski;Li‐Wen Xu;Yixin Lu
Jie Luo;Haifei Wang;F. Zhong;J. Kwiatkowski;Li‐Wen Xu;Yixin Lu
中科院分区:
化学2区
文献类型:
--
作者:
Jie Luo;Haifei Wang;F. Zhong;J. Kwiatkowski;Li‐Wen Xu;Yixin Lu

文献摘要

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首次报道了氨基酸多功能催化剂促进的3-取代苯酞与硝基烯烃的不对称Michael加成反应。报道的方法导致以高产率合成3,3-二取代苯酞衍生物,并以高度非对映选择性和对映选择性的方式。还证明了手性双环内酰胺的简单合成。
The first asymmetric Michael addition of 3-substituted phthalides to nitroolefins promoted by amino acid-incorporating multifunctional catalysts has been developed. The reported method led to the synthesis of 3,3-disubstituted phthalide derivatives in high yields, and in a highly diastereoselective and enantioselective manner. Facile synthesis of a chiral bicyclic lactam has also been demonstrated.