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结合有机催化和镧系元素催化:一锅四步串联反应/不对称杂-Diels-Alder 反应构建官能化三环化合物。

Combining Organocatalysis and Lanthanide Catalysis: A Sequential One-Pot Quadruple Reaction Sequence/Hetero-Diels-Alder Asymmetric Synthesis of Functionalized Tricycles.

机构信息

Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.

Department of Chemistry, Nanoscience Center, University of Jyvaskyla, 40014 JYU, Finland.

出版信息

Angew Chem Int Ed Engl. 2016 Dec 23;55(52):16153-16155. doi: 10.1002/anie.201610196. Epub 2016 Nov 23.

DOI:10.1002/anie.201610196
PMID:27879031
Abstract

A stereoselective one-pot synthesis of functionalized complex tricyclic polyethers has been achieved using the combination of secondary amine and lanthanide catalysis. This one-pot quadruple reaction/Hetero-Diels-Alder sequence gave good yields (per step) as well as excellent diastereo- and enantioselectivities. Furthermore, the particular combination of lanthanide complexes with organocatalysis is one of the first examples described for sequential catalysis.

摘要

使用仲胺和镧系元素催化相结合,实现了功能化复杂三环聚醚的立体选择性一锅合成。这种一步四重反应/杂-Diels-Alder 序列具有良好的收率(每步)以及出色的非对映选择性和对映选择性。此外,镧系元素配合物与有机催化的特定组合是描述顺序催化的首批实例之一。

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