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钯催化炔烃的分子内不对称氢环丙烷化反应:环丙烷稠合γ-内酰胺的合成

Palladium-catalyzed intramolecular asymmetric hydrocyclopropanylation of alkynes: synthesis of cyclopropane-fused γ-lactams.

作者信息

Lin Han-Ze, Qi Zhuang, Wu Qi-Min, Jiang Yong-Yu, Peng Jin-Bao

机构信息

School of Biotechnology and Health Sciences, Wuyi University Jiangmen Guangdong 529020 People's Republic of China

出版信息

Chem Sci. 2023 Jun 16;14(27):7564-7568. doi: 10.1039/d3sc02168h. eCollection 2023 Jul 12.

DOI:10.1039/d3sc02168h
PMID:37449077
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10337766/
Abstract

A palladium-catalyzed intramolecular asymmetric hydrocyclopropanylation of alkynes C(sp)-H activation has been developed for the synthesis of cyclopropane-fused γ-lactams. The presented strategy proceeds in a selective and 100% atom-economical manner. A range of cyclopropane-fused γ-lactams were prepared from readily available substrates in good yields and enantioselectivities with a chiral phosphoramidite ligand.

摘要

已开发出一种用于合成环丙烷稠合γ-内酰胺的钯催化炔烃C(sp)-H活化的分子内不对称氢环丙烷化反应。所提出的策略以选择性和100%原子经济的方式进行。使用手性亚磷酰胺配体,从容易获得的底物制备了一系列环丙烷稠合γ-内酰胺,产率和对映选择性良好。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/db726d3c32c1/d3sc02168h-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/85319ba387e0/d3sc02168h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/a9171e7d5f23/d3sc02168h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/487b464d3e96/d3sc02168h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/719d6021844a/d3sc02168h-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/db726d3c32c1/d3sc02168h-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/85319ba387e0/d3sc02168h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/a9171e7d5f23/d3sc02168h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/487b464d3e96/d3sc02168h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/719d6021844a/d3sc02168h-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ba6/10337766/db726d3c32c1/d3sc02168h-s4.jpg

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