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手性吡咯并二酮哌嗪的有机催化合成条件。

Accessing Chiral Pyrrolodiketopiperazines under Organocatalytic Conditions.

机构信息

Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country (UPV-EHU), Manuel de Lardizabal 3, 20018 San Sebastián, Spain.

出版信息

Org Lett. 2023 Jan 13;25(1):125-129. doi: 10.1021/acs.orglett.2c03924. Epub 2022 Dec 29.

DOI:10.1021/acs.orglett.2c03924
PMID:36579971
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10018776/
Abstract

The production of chiral pyrrolodiketopiperazines under organocatalytic conditions demonstrates the capacity of bicyclic acylpyrrol lactims to perform as pronucleophiles in direct carbon-carbon bond forming reactions. The good performance of ureidoaminal-derived Brønsted bases in the Michael addition to nitroolefins affords these heterocyclic scaffolds with high skeleton diversity.

摘要

在有机催化条件下，手性吡咯二酮哌嗪的生成证明了双环酰基吡咯内酰胺作为亲核试剂在直接碳-碳键形成反应中的能力。脲基脒衍生的 Brønsted 碱在与硝基烯烃的迈克尔加成反应中表现出良好的性能，为这些杂环骨架提供了高度的骨架多样性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/ba2dcbcfd146/ol2c03924_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/7446b312ccbb/ol2c03924_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/f9e00fcb3162/ol2c03924_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/c205c2175963/ol2c03924_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/9102f5b12360/ol2c03924_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/539cc380b7af/ol2c03924_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/ba2dcbcfd146/ol2c03924_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/7446b312ccbb/ol2c03924_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/f9e00fcb3162/ol2c03924_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/c205c2175963/ol2c03924_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/9102f5b12360/ol2c03924_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/539cc380b7af/ol2c03924_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4078/10018776/ba2dcbcfd146/ol2c03924_0006.jpg

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