Catalytic asymmetric acetalization of carboxylic acids for access to chiral phthalidyl ester prodrugs

Phthalidyl esters, commonly used prodrug moieties, are mostly prepared as a racemate. Here, the authors report an N-heterocylcic carbene-catalysed enantioselective acetalization of carboxylic acids and dialdehydes to give phthalidyl esters in high yields with good enantioselectivity.

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Autores principales: Yingguo Liu, Qiao Chen, Chengli Mou, Lutai Pan, Xiaoyong Duan, Xingkuan Chen, Hongzhong Chen, Yanli Zhao, Yunpeng Lu, Zhichao Jin, Yonggui Robin Chi
Formato: article
Lenguaje:EN
Publicado: Nature Portfolio 2019
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Acceso en línea:https://doaj.org/article/700c8b89ebfe4c5e8bec995b25860645
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spelling oai:doaj.org-article:700c8b89ebfe4c5e8bec995b258606452021-12-02T16:57:40ZCatalytic asymmetric acetalization of carboxylic acids for access to chiral phthalidyl ester prodrugs10.1038/s41467-019-09445-x2041-1723https://doaj.org/article/700c8b89ebfe4c5e8bec995b258606452019-04-01T00:00:00Zhttps://doi.org/10.1038/s41467-019-09445-xhttps://doaj.org/toc/2041-1723Phthalidyl esters, commonly used prodrug moieties, are mostly prepared as a racemate. Here, the authors report an N-heterocylcic carbene-catalysed enantioselective acetalization of carboxylic acids and dialdehydes to give phthalidyl esters in high yields with good enantioselectivity.Yingguo LiuQiao ChenChengli MouLutai PanXiaoyong DuanXingkuan ChenHongzhong ChenYanli ZhaoYunpeng LuZhichao JinYonggui Robin ChiNature PortfolioarticleScienceQENNature Communications, Vol 10, Iss 1, Pp 1-8 (2019)
institution DOAJ
collection DOAJ
language EN
topic Science
Q
spellingShingle Science
Q
Yingguo Liu
Qiao Chen
Chengli Mou
Lutai Pan
Xiaoyong Duan
Xingkuan Chen
Hongzhong Chen
Yanli Zhao
Yunpeng Lu
Zhichao Jin
Yonggui Robin Chi
Catalytic asymmetric acetalization of carboxylic acids for access to chiral phthalidyl ester prodrugs
description Phthalidyl esters, commonly used prodrug moieties, are mostly prepared as a racemate. Here, the authors report an N-heterocylcic carbene-catalysed enantioselective acetalization of carboxylic acids and dialdehydes to give phthalidyl esters in high yields with good enantioselectivity.
format article
author Yingguo Liu
Qiao Chen
Chengli Mou
Lutai Pan
Xiaoyong Duan
Xingkuan Chen
Hongzhong Chen
Yanli Zhao
Yunpeng Lu
Zhichao Jin
Yonggui Robin Chi
author_facet Yingguo Liu
Qiao Chen
Chengli Mou
Lutai Pan
Xiaoyong Duan
Xingkuan Chen
Hongzhong Chen
Yanli Zhao
Yunpeng Lu
Zhichao Jin
Yonggui Robin Chi
author_sort Yingguo Liu
title Catalytic asymmetric acetalization of carboxylic acids for access to chiral phthalidyl ester prodrugs
title_short Catalytic asymmetric acetalization of carboxylic acids for access to chiral phthalidyl ester prodrugs
title_full Catalytic asymmetric acetalization of carboxylic acids for access to chiral phthalidyl ester prodrugs
title_fullStr Catalytic asymmetric acetalization of carboxylic acids for access to chiral phthalidyl ester prodrugs
title_full_unstemmed Catalytic asymmetric acetalization of carboxylic acids for access to chiral phthalidyl ester prodrugs
title_sort catalytic asymmetric acetalization of carboxylic acids for access to chiral phthalidyl ester prodrugs
publisher Nature Portfolio
publishDate 2019
url https://doaj.org/article/700c8b89ebfe4c5e8bec995b25860645
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