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手性(硫代)磷酰胺作为氢键供体催化剂在 2-羟基-1,4-萘醌与硝基烯烃的不对称迈克尔加成反应中的应用。

Chiral (thio)phosphorodiamides as excellent hydrogen bond donor catalysts in the asymmetric Michael addition of 2-hydroxy-1,4-naphthoquione to nitroolefins.

机构信息

State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, PR China.

出版信息

Chem Commun (Camb). 2011 May 7;47(17):5034-6. doi: 10.1039/c1cc10797f. Epub 2011 Mar 24.

DOI:10.1039/c1cc10797f
PMID:21431222
Abstract

A novel type of bidentate hydrogen bond donor catalysts based on (thio)phosphorodiamides catalophore has been developed for the asymmetric Michael addition of 2-hydroxy-1,4-naphthoquione to nitroolefins, affording the corresponding adducts in high yields with excellent level of enantioselectivities (97- >99% ee).

摘要

开发了一种新型的基于(硫)磷酰胺的双齿氢键供体催化剂作为手性载体,用于 2-羟基-1,4-萘醌与硝基烯烃的不对称迈克尔加成反应,以高产率和优异的对映选择性(97- >99%ee)得到相应的加合物。

相似文献

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Chem Commun (Camb). 2011 May 7;47(17):5034-6. doi: 10.1039/c1cc10797f. Epub 2011 Mar 24.
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引用本文的文献

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New hydrogen-bonding organocatalysts: Chiral cyclophosphazanes and phosphorus amides as catalysts for asymmetric Michael additions.新型氢键有机催化剂:手性环磷酰胺和磷酰胺作为不对称迈克尔加成反应的催化剂。
Beilstein J Org Chem. 2014 Jan 21;10:224-36. doi: 10.3762/bjoc.10.18. eCollection 2014.
3
Enantioselective Michael addition of 2-hydroxy-1,4-naphthoquinones to nitroalkenes catalyzed by binaphthyl-derived organocatalysts.
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Beilstein J Org Chem. 2012;8:699-704. doi: 10.3762/bjoc.8.78. Epub 2012 May 7.