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Synthetic Study of Kosinostatin Aglycon: Synthesis of the ABCDEFG Ring Skeleton.

作者信息

Shimizu Yutaro, Takahashi Shuhei, Iwata Takumi, Shimooka Hirokazu, Okauchi Tatsuo, Kitamura Mitsuru

机构信息

Department of Applied Chemistry, Kyushu Institute of Technology, 1-1 Sensuicho, Tobata, Kitakyushu 804-8550, Japan.

出版信息

J Org Chem. 2025 Jul 4;90(26):9291-9294. doi: 10.1021/acs.joc.5c00886. Epub 2025 Jun 18.

DOI:10.1021/acs.joc.5c00886
PMID:40533411
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12235639/
Abstract

A synthetic method for the CDEFG substructure of kosinostatin was developed using the cyclization of the di--nosyl 3-(2-hydroxyethyl)pyrrolidin-2-imine derivative. The key to the success of this cyclization was the choice of the -nosyloxy (-NsO) group as the leaving group. This selection enabled the cyclization to proceed under mild reaction conditions, leading to the first construction of a kosinostatin-type scaffold. The method was further applied to the synthesis of the ABCDEFG ring of kosinostatin aglycon.

摘要
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/b97039aa6b66/jo5c00886_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/4c396d46239b/jo5c00886_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/59154e53fc04/jo5c00886_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/986dd4371449/jo5c00886_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/fcdac5a1df15/jo5c00886_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/22a6ef688d97/jo5c00886_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/b97039aa6b66/jo5c00886_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/4c396d46239b/jo5c00886_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/59154e53fc04/jo5c00886_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/986dd4371449/jo5c00886_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/fcdac5a1df15/jo5c00886_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/22a6ef688d97/jo5c00886_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fc87/12235639/b97039aa6b66/jo5c00886_0006.jpg

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本文引用的文献

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