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季碳立体中心的催化对映选择性合成。

Catalytic enantioselective synthesis of quaternary carbon stereocentres.

作者信息

Quasdorf Kyle W, Overman Larry E

机构信息

Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92697-2025, USA.

出版信息

Nature. 2014 Dec 11;516(7530):181-91. doi: 10.1038/nature14007.

DOI:10.1038/nature14007
PMID:25503231
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4697831/
Abstract

Quaternary carbon stereocentres-carbon atoms to which four distinct carbon substituents are attached-are common features of molecules found in nature. However, before recent advances in chemical catalysis, there were few methods of constructing single stereoisomers of this important structural motif. Here we discuss the many catalytic enantioselective reactions developed during the past decade for the synthesis of single stereoisomers of such organic molecules. This progress now makes it possible to incorporate quaternary stereocentres selectively in many organic molecules that are useful in medicine, agriculture and potentially other areas such as flavouring, fragrances and materials.

摘要

季碳立体中心(即连接有四个不同碳取代基的碳原子)是天然存在的分子的常见特征。然而,在化学催化取得近期进展之前,构建这种重要结构单元的单一立体异构体的方法很少。在此,我们讨论了在过去十年中开发的许多用于合成此类有机分子单一立体异构体的催化对映选择性反应。这一进展现在使得能够在许多对医药、农业以及潜在的其他领域(如调味剂、香料和材料)有用的有机分子中选择性地引入季立体中心。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/9b6add9256df/nihms746861f10.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/16277983f4fd/nihms746861f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/530d5c2a9ef3/nihms746861f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/18885a7fb734/nihms746861f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/7c3e844c5033/nihms746861f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/f59e8be31e5a/nihms746861f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/b13946bfabcd/nihms746861f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/e1f3210832df/nihms746861f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/99a65a0bb3bc/nihms746861f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/1b20944316aa/nihms746861f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/9b6add9256df/nihms746861f10.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/16277983f4fd/nihms746861f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/530d5c2a9ef3/nihms746861f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/18885a7fb734/nihms746861f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/7c3e844c5033/nihms746861f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/f59e8be31e5a/nihms746861f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/b13946bfabcd/nihms746861f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/e1f3210832df/nihms746861f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/99a65a0bb3bc/nihms746861f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/1b20944316aa/nihms746861f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ca/4697831/9b6add9256df/nihms746861f10.jpg

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