Stereoselective Reformatskii–Claisen rearrangement: synthesis of 2′,3′-dideoxy-6′,6′-difluoro-2′-thionucleosides
Literature Information
Publication Date
2009-01-26
DOI
10.1039/B819289H
Impact Factor
6.222
Authors
Feng Zheng, Xingang Zhang, Feng-Ling Qing
View Original
Abstract
A new approach for the stereoselective synthesis of 2′,3′-dideoxy-6′,6′-difluoro-2′-thionucleosides, analogues of highly bioactive L-OddC and 3TC, has been developed viaTMSCl/pyridine induced stereoselective Reformatskii–Claisen rearrangement of secondary allyl chlorodifluoroacetate and then a regioselective Pummerer reaction to introduce bases.
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Source Journal
Chemical Communications
CiteScore:
8.6
Self-citation Rate:
4.7%
Articles per Year:
2458
ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular Chemistry
Recommended Compounds
![2-(5-Bromo-1H-pyrrolo[2,3-B]pyridin-3-YL)acetic acid structure](https://static.chemtradehub.com/structs/106/1060795-03-0-0589.webp "2-(5-Bromo-1H-pyrrolo[2,3-B]pyridin-3-YL)acetic acid structure")
2-(5-Bromo-1H-pyrrolo[2,3-B]pyridin-3-YL)acetic acid
CAS Number:
1060795-03-0
Molecular Formula:
C9H7BrN2O2
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