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有机合成中α-（酰氧基）烷基自由基的某些方面

Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis.

作者信息

Quiclet-Sire Béatrice, Zard Samir Z

机构信息

Laboratoire de Synthèse Organique associé au C.N.R.S., UMR 7652, Ecole Polytechnique, 91128 Palaiseau, France.

出版信息

Molecules. 2023 Nov 13;28(22):7561. doi: 10.3390/molecules28227561.

DOI:10.3390/molecules28227561
PMID:38005282
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10673534/
Abstract

The preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylation and vinylation reactions are described. Application to the total synthesis of two 4-hydroxytetralone natural products is also presented.

摘要

简要综述了α-（酰氧基）烷基黄原酸酯的制备及其用于产生和捕获α-（酰氧基）烷基自由基的方法。描述了它们对活化和未活化的、电子中性的烯烃以及（杂）芳环的分子间和分子内加成反应，以及它们的自由基烯丙基化和乙烯基化反应。还介绍了其在两种4-羟基四氢萘酮天然产物全合成中的应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/bc0b957de40c/molecules-28-07561-sch018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/2767ca52e341/molecules-28-07561-sch001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/935c6ae8e02f/molecules-28-07561-sch003.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/b1b205e1e09b/molecules-28-07561-sch017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/bc0b957de40c/molecules-28-07561-sch018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/2767ca52e341/molecules-28-07561-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/0e8f03ed182d/molecules-28-07561-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/935c6ae8e02f/molecules-28-07561-sch003.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/7a62fda08a3c/molecules-28-07561-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/eef8f1c2e1d3/molecules-28-07561-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/8d16bbf5f51f/molecules-28-07561-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/09f0b1311f15/molecules-28-07561-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/a0b5926ab7b0/molecules-28-07561-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/fda30fe96d2d/molecules-28-07561-sch010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/b593ebd7b84c/molecules-28-07561-sch011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/a23e2beed8ab/molecules-28-07561-sch012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/0bef9f05604c/molecules-28-07561-sch013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/f84c66b44897/molecules-28-07561-sch014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/c5d33a2dd891/molecules-28-07561-sch015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/5089087d758f/molecules-28-07561-sch016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/b1b205e1e09b/molecules-28-07561-sch017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f3db/10673534/bc0b957de40c/molecules-28-07561-sch018.jpg

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A Versatile Route to Acyl (MIDA)Boronates.一种合成酰基（MIDA）硼酸酯的通用方法。
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