Synthetic Approaches to Gem-difluoromethylene Compounds
Abstract
Organic compounds containing a gem-difluoromethylene group are useful for a variety of applications in biological, pharmaceutical and materials chemistry. Over the years a variety of synthetic protocols for this class of compounds have been developed. They can be prepared from their corresponding carbonyl compounds or through various derivatives such as oximes and dithiolanes, electrophilic fluorinations of unsaturated compounds and enolates, free-radical additions of halodifluoroalkanes to olefins, and nucleophilic difluoromethylations of aldehydes and ketones. Other approaches involve methods that utilize fluorinated compounds as synthons. Enantioselective gemdifluorination reactions have emerged employing chiral auxiliaries such as sulfinimines, and chiral Lewis acid catalysts. This review focuses on the recent developments in this area, emphasizing the synthetic methods that can be conveniently carried out and are potentially broadly applicable.
Recommended Citation
M. Perambuduru et al., "Synthetic Approaches to Gem-difluoromethylene Compounds," Advances in Organic Synthesis: Modern Organofluorine Chemistry-Synthetic Aspects, vol. 2, pp. 327 - 351, Bentham Science Publishers, Jan 2006.
The definitive version is available at https://doi.org/10.2174/978160805198410602010327
Department(s)
Chemistry
International Standard Book Number (ISBN)
978-1-60805-644-6
International Standard Serial Number (ISSN)
1574-0870
Document Type
Book - Chapter
Document Version
Citation
File Type
text
Language(s)
English
Rights
© 2006 Bentham Science Publishers, All rights reserved.
Publication Date
01 Jan 2006
