Recent asymmetric synthesis of natural products bearing an α-tertiary amine moiety via temporary chirality induction strategies

IF 12.7 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Hongjun Jeon , Jae Hyun Kim , Sanghee Kim
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引用次数: 0

Abstract

Covering: 2013 to 2023

The α-tertiary amine moiety is a common structural motif in natural alkaloids and is frequently associated with intriguing biological activities and inherent synthetic challenges. A major hurdle in the total synthesis of these alkaloids is the asymmetric construction of the α-tertiary amine moiety. Temporary chirality inductions have been effective strategies employed to address this issue, particularly in natural product synthesis. The temporary chirality induction strategies in α-tertiary amine synthesis can be broadly classified into three categories based on the types of temporary chirality involved: Seebach's self-regeneration of stereocenters (SRS), C-to-N-to-C chirality transfer, and memory of chirality (MOC). This review highlights the recent advancements in temporary chirality induction strategies for the total synthesis of α-tertiary amine-containing natural products between 2013 and 2023.

Abstract Image

Abstract Image

最近通过临时手性诱导策略不对称合成含有α-叔胺部分的天然产物。
涵盖范围:2013年至2023年,α-叔胺部分是天然生物碱中常见的结构基序,经常与有趣的生物活性和固有的合成挑战有关。这些生物碱全合成的一个主要障碍是α-叔胺部分的不对称结构。临时手性诱导是解决这一问题的有效策略,特别是在天然产物合成中。根据所涉及的临时手性类型,α-叔胺合成中的临时手性诱导策略可大致分为三类:Seebach立体中心的自再生(SRS)、C-to-N-to-C手性转移和手性记忆(MOC)。这篇综述强调了2013年至2023年间用于全合成含α-叔胺的天然产物的临时手性诱导策略的最新进展。
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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来源期刊
ACS Central Science
ACS Central Science Chemical Engineering-General Chemical Engineering
CiteScore
25.50
自引率
0.50%
发文量
194
审稿时长
10 weeks
期刊介绍: ACS Central Science publishes significant primary reports on research in chemistry and allied fields where chemical approaches are pivotal. As the first fully open-access journal by the American Chemical Society, it covers compelling and important contributions to the broad chemistry and scientific community. "Central science," a term popularized nearly 40 years ago, emphasizes chemistry's central role in connecting physical and life sciences, and fundamental sciences with applied disciplines like medicine and engineering. The journal focuses on exceptional quality articles, addressing advances in fundamental chemistry and interdisciplinary research.
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