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高立体选择性合成脯氨酸衍生物。

Diastereoselective Synthesis of Highly Functionalized Proline Derivatives.

机构信息

A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov str. 28/1, 119334 Moscow, Russia.

N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky Prosp., 119071 Moscow, Russia.

出版信息

Molecules. 2022 Oct 14;27(20):6898. doi: 10.3390/molecules27206898.

Abstract

An efficient way to access highly functionalized proline derivatives was developed based on a Cu(I)-catalyzed reaction between CF-substituted allenynes and tosylazide, which involved a cascade of [3 + 2]-cycloaddition/ketenimine and a rearrangement/Alder-ene cyclization to afford the new proline framework with a high diastereoselectivity.

摘要

基于 Cu(I)催化的 CF 取代的allenynes 与对甲苯磺酰叠氮的反应,开发了一种高效获取高官能化脯氨酸衍生物的方法,该方法涉及[3 + 2]-环加成/亚胺和重排/Alder-ene 环化的级联反应,以高非对映选择性得到新的脯氨酸骨架。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1f35/9609175/f1150cdf5db8/molecules-27-06898-g001.jpg

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