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通过苯环的非对映选择性分子内双官能化反应快速构建双螺环骨架。

Rapid Access to Dispirocyclic Scaffolds Enabled by Diastereoselective Intramolecular Double Functionalization of Benzene Rings.

机构信息

Institute of Medicinal Chemistry, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan.

出版信息

Chem Asian J. 2020 Dec 14;15(24):4271-4274. doi: 10.1002/asia.202001179. Epub 2020 Oct 23.

DOI:10.1002/asia.202001179
PMID:33029940
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7756633/
Abstract

Here we describe the diastereoselective synthesis of (5r,8r)-1,9-diazadispiro[4.2.4 .2 ]tetradecatrienes via domino double spirocyclization of N-arylamide derivatives. This reaction can serve as a fast way to synthesize diazadispirocycles, which are found in the core structures of bioactive natural products. Product diversification via Suzuki-Miyaura cross coupling and application to the synthesis of 1-oxa-9-azadispiro[4.2.4 .2 ]tetradecatrienes were also conducted.

摘要

在这里，我们描述了通过 N-芳酰胺衍生物的串联双螺环化反应来立体选择性合成（5R,8R）-1,9-二氮杂双螺[4.2.4.2]十四碳三烯。该反应可以作为一种快速合成二氮杂螺环的方法，而这些螺环是生物活性天然产物核心结构中的一部分。通过铃木-宫浦偶联反应实现产物的多样化，并应用于 1-氧杂-9-氮杂双螺[4.2.4.2]十四碳三烯的合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/546d702f0ad7/ASIA-15-4271-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/3fce67d9ef35/ASIA-15-4271-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/6ea0fe9f7965/ASIA-15-4271-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/d67ca542806d/ASIA-15-4271-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/fa68912c6e44/ASIA-15-4271-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/546d702f0ad7/ASIA-15-4271-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/3fce67d9ef35/ASIA-15-4271-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/6ea0fe9f7965/ASIA-15-4271-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/d67ca542806d/ASIA-15-4271-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/fa68912c6e44/ASIA-15-4271-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/afb9/7756633/546d702f0ad7/ASIA-15-4271-g005.jpg

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本文引用的文献

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