天然产物合成中的 Kornblum DeLaMare 重排:25 年的创新。

IF 10.2 1区 化学 Q1 BIOCHEMISTRY & MOLECULAR BIOLOGY Natural Product Reports Pub Date : 2024-05-22 DOI:10.1039/d3np00058c
Marc C. Kimber , Darren S. Lee
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引用次数: 0

摘要

覆盖范围自 1951 年首次披露以来,Kornblum DeLaMare 重排已被证明是一种重要的合成转化方法,并被广泛用作天然产物合成的仿生步骤。利用碱催化分解烷基过氧化物生成酮和醇已在许多合成中得到应用,并已成为一个关键的战略步骤,包括作为生物仿生合成工具的呋喃解蔽,以及利用重排对映选择性地安装氧。自大约自 1998 年以来,重排作为一种合成转化手段的影响力显著增加,尤其是在天然产物合成中的使用频率更高,因此这 25 年间将成为本综述的重点。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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The Kornblum DeLaMare rearrangement in natural product synthesis: 25 years of innovation

Covering: 1998 up to the end of 2023

Since its initial disclosure in 1951, the Kornblum DeLaMare rearrangement has proved an important synthetic transformation and has been widely adopted as a biomimetic step in natural product synthesis. Utilising the base catalysed decomposition of alkyl peroxides to yield a ketone and alcohol has found use in many syntheses as well as a key strategic step, including the unmasking of furans, as a biomimetic synthetic tool, and the use of the rearrangement to install oxygen enantioselectively. Since ca. 1998, its impact as a synthetic transformation has grown significantly, especially given the frequency of use in natural product syntheses, therefore this 25 year time period will be the focus of the review.

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来源期刊
Natural Product Reports
Natural Product Reports 化学-生化与分子生物学
CiteScore
21.20
自引率
3.40%
发文量
127
审稿时长
1.7 months
期刊介绍: Natural Product Reports (NPR) serves as a pivotal critical review journal propelling advancements in all facets of natural products research, encompassing isolation, structural and stereochemical determination, biosynthesis, biological activity, and synthesis. With a broad scope, NPR extends its influence into the wider bioinorganic, bioorganic, and chemical biology communities. Covering areas such as enzymology, nucleic acids, genetics, chemical ecology, carbohydrates, primary and secondary metabolism, and analytical techniques, the journal provides insightful articles focusing on key developments shaping the field, rather than offering exhaustive overviews of all results. NPR encourages authors to infuse their perspectives on developments, trends, and future directions, fostering a dynamic exchange of ideas within the natural products research community.
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