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近期在手性氮氧杂环丙烷催化不对称反应的研究进展

Recent Advances in the Catalytic Asymmetric Reactions of Oxaziridines.

机构信息

Key Laboratory of Luminescent and Real-Time Analytical Chemistry (Southwest University), Ministry of Education, College of Pharmaceutical Sciences, Southwest University, Chongqing 400715, China.

College of Environment and Resources, Chongqing Technology and Business University, Chongqing 400067, China.

出版信息

Molecules. 2018 Oct 16;23(10):2656. doi: 10.3390/molecules23102656.

DOI:10.3390/molecules23102656
PMID:30332802
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6222879/
Abstract

Oxaziridines have emerged as powerful and elegant oxygen- and nitrogen-transfer agents for a broad array of nucleophiles, due to the remarkably high and tunable reactivities. However, the asymmetric catalysis involving oxaziridines is still in its infancy. Herein, this review aims to examine recent advances in the catalytic asymmetric transformations of oxaziridines, including oxidation, amination, cycloaddition and deracemization.

摘要

氮氧五元环已经成为一种强有力且优雅的氧原子和氮原子转移试剂,可用于各种亲核试剂,这主要归因于其显著的高反应活性和可调反应活性。然而,涉及氮氧五元环的不对称催化仍然处于起步阶段。本文旨在综述氮氧五元环的催化不对称转化反应的最新进展,包括氧化、氨化、环加成和外消旋体拆分。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/e5cf9ac3c395/molecules-23-02656-sch014.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/263a36dfa7dc/molecules-23-02656-sch011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/40619942b5cc/molecules-23-02656-sch012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/177ba86fca20/molecules-23-02656-sch013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/e5cf9ac3c395/molecules-23-02656-sch014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/3d3475b96292/molecules-23-02656-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/2134e42ed5df/molecules-23-02656-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/272ab5decb1e/molecules-23-02656-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/de86f614c367/molecules-23-02656-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/140c0dce6816/molecules-23-02656-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/7089d39fa217/molecules-23-02656-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/12d217344115/molecules-23-02656-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/51fddbf81211/molecules-23-02656-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/eb5115994fd1/molecules-23-02656-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/b5c523502ba0/molecules-23-02656-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/eca15de8f7d6/molecules-23-02656-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/ff72a455969b/molecules-23-02656-sch010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/263a36dfa7dc/molecules-23-02656-sch011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/40619942b5cc/molecules-23-02656-sch012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/177ba86fca20/molecules-23-02656-sch013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/55b7/6222879/e5cf9ac3c395/molecules-23-02656-sch014.jpg

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2
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Org Lett. 2017 Dec 1;19(23):6448-6451. doi: 10.1021/acs.orglett.7b03369. Epub 2017 Nov 20.
3
Catalytic asymmetric hydroxylative dearomatization of 2-naphthols: synthesis of lacinilene derivatives.
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2-萘酚的催化不对称羟基化去芳构化反应:拉西尼林衍生物的合成
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4
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