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一种使用痕量常规酸形成缩醛/缩酮的简单通用方法。

A Simple and Versatile Method for the Formation of Acetals/Ketals Using Trace Conventional Acids.

作者信息

Dong Jian-Lian, Yu Li-Si-Han, Xie Jian-Wu

机构信息

Department of Chemistry and Life Science, Zhejiang Normal University, Jinhua 321004, P. R. China.

出版信息

ACS Omega. 2018 May 7;3(5):4974-4985. doi: 10.1021/acsomega.8b00159. eCollection 2018 May 31.

DOI:10.1021/acsomega.8b00159
PMID:31458712
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6641695/
Abstract

An important and surprising finding that the acetalization and ketalization of aldehydes and ketones with alcohols, respectively, proceed smoothly in the presence of 0.1 mol % acid, without removing water, has been presented. This process has many merits, such as commercial available catalysts with low cost and low loadings (as low as 0.03 mol %), quite a broad substrate scope (including various aldehydes, ketones, acid-sensitive substrates, and diols), a wide range of reaction temperature (-60 to 50 °C), high yields, large-scale preparation, environmental friendliness, and simple work-up procedure. This new protocol has also been successfully applied to protect the important organic compounds, such as 1,3-diols, 1,2-diols, acid-sensitive substrates, glucose, and 1,3-dicarbonyl compounds.

摘要

已经报道了一个重要且令人惊讶的发现

醛和酮分别与醇的缩醛化和缩酮化反应在0.1 mol%的酸存在下能顺利进行,无需除水。该过程具有许多优点,如使用低成本、低负载量(低至0.03 mol%)的市售催化剂,底物范围相当广泛(包括各种醛、酮、酸敏感底物和二醇),反应温度范围宽(-60至50°C),产率高,可大规模制备,环境友好且后处理程序简单。这种新方法也已成功应用于保护重要的有机化合物,如1,3 - 二醇、1,2 - 二醇、酸敏感底物、葡萄糖和1,3 - 二羰基化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/0e430a4cd062/ao-2018-00159k_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/5a79c5e36810/ao-2018-00159k_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/7ff2aa9f9b83/ao-2018-00159k_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/e0ad4e02dd86/ao-2018-00159k_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/7e5a8283d4c9/ao-2018-00159k_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/0e430a4cd062/ao-2018-00159k_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/5a79c5e36810/ao-2018-00159k_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/7ff2aa9f9b83/ao-2018-00159k_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/e0ad4e02dd86/ao-2018-00159k_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/7e5a8283d4c9/ao-2018-00159k_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5170/6641695/0e430a4cd062/ao-2018-00159k_0005.jpg

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