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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Substrate- and Reagent-Controlled Electrophilic Asymmetric Fluorinations

Author(s): Lu-Lu Cao, Bing-Lei Gao, Shu-Tao Ma and Zhao-Peng Liu

Volume 14, Issue 9, 2010

Page: [889 - 916] Pages: 28

DOI: 10.2174/138527210791111812

Price: $65

Abstract

In the past twenty years, the development of efficient methods for asymmetric fluorination is one of the most fascinating aspects of modern organofluorine chemistry. Among the many approaches towards the construction of chiral organofluorine compounds containing a fluorine atom bonded directly to a stereogenic center, electrophilic asymmetric fluorination has proven to be particularly effective. In this review, substrate-mediated diastereoselective electrophilic fluorinations for the synthesis of chiral organofluorine compounds is first discussed, followed by chiral reagent-controlled stoichiometric asymmetric electrophilc fluorination of achiral compounds, with emphasis on the developments and applications of neutral chiral N – F agents based on the sultam templates and charged chiral [N – F]+ reagents derived from the fluorinated cinchona alkaloids or the alkaloids/Selectfluor combination.


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