Stereoselective synthetic strategies of stereogenic carbon centers featuring a difluoromethyl group

Difluoromethyl groups possess specific steric and electronic properties due to their slightly acidic C–H bonds and the natural characteristics of fluorine atoms, which allow them to act as chemically inert hydrogen-bond donors and then as surrogates in a wide assortment of important molecular recogn...

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Published in:Organic chemistry frontiers an international journal of organic chemistry 2021-06, Vol.8 (11), p.2799-2819
Main Authors: Gao, Fengyun, Li, Boyu, Wang, Yalan, Chen, Qushuo, Li, Yongzhen, Wang, Kairong, Yan, Wenjin
Format: Article
Language:English
Subjects:
Carbon
Chemical bonds
Donors (electronic)
Drug development
Fluorine
Organic chemistry
Organic compounds
Stereoselectivity
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container_title Organic chemistry frontiers an international journal of organic chemistry
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creator Gao, Fengyun
Li, Boyu
Wang, Yalan
Chen, Qushuo
Li, Yongzhen
Wang, Kairong
Yan, Wenjin
description Difluoromethyl groups possess specific steric and electronic properties due to their slightly acidic C–H bonds and the natural characteristics of fluorine atoms, which allow them to act as chemically inert hydrogen-bond donors and then as surrogates in a wide assortment of important molecular recognition processes. As a result, the construction of chiral carbon centres bearing difluoromethyl groups is not only valuable for the synthesis of various fluorine-containing compounds, but also useful for the modulation of the properties of organic compounds in drug design. The scope of this review is to summarize routine asymmetric synthetic methods which enable the effective and selective introduction of difluoromethyl groups into the desired compounds.
doi_str_mv 10.1039/d1qo00032b
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subjects Carbon
Chemical bonds
Donors (electronic)
Drug development
Fluorine
Organic chemistry
Organic compounds
Stereoselectivity
title Stereoselective synthetic strategies of stereogenic carbon centers featuring a difluoromethyl group
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