Recent Developments in the Asymmetric Detrifluoroacetylative Reactions of in situ Generated Mono-Fluorinated Enolates-Reference-Cited by-同舟云学术

Recent Developments in the Asymmetric Detrifluoroacetylative Reactions of in situ Generated Mono-Fluorinated Enolates

Published:2020-11-18 Issue:18 Volume:24 Page:2181-2191
ISSN:1385-2728
Container-title:Current Organic Chemistry
language:en
Short-container-title:COC

Author:

Wang Li¹^ORCID,Li Ziyi¹^ORCID,Liu Jiang¹^ORCID,Han Jianlin¹^ORCID,Moriwaki Hiroki²^ORCID,Soloshonok Vadim A.³^ORCID

Affiliation:

1. Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, Jiangsu, China

2. Hamari Chemical Ltd., 1-4-29 Kunijima, Higashi-Yodogawa-ku, Osaka 533-0024, Japan

3. Department of Organic Chemistry I, Faculty of Chemistry, University of the Basque Country UPV/EHU, Paseo Manuel Lardizabal 3, 20018 San Sebastian, Spain

Abstract

The development of an efficient and mild synthetic methodology for the construction of bioactive fluorine-containing molecules represents one of the hot research topics in general synthetic organic chemistry. In this review, some recent progresses achieved in the development of detrifluoroacetylatively generated mono-fluorinated enolates via CC bond cleavage and their asymmetric nucleophilic reactions for assembly of chiral quaternary C-F center containing compounds.

Funder

National Natural Science Foundation of China

Publisher

Bentham Science Publishers Ltd.

Subject

Organic Chemistry

Reference87 articles.

1. Kollman P.A.; Allen L.C.; Theory oft he hydrogen bond. Chem Rev 1972,72,283-303

2. Steiner T.; The hydrogen bond in the solid state. Angew Chem Int Ed Engl 2002,41(1),49-76

3. Takahashi O.; Kohno Y.; Nishio M.; Relevance of weak hydrogen bonds in the conformation of organic compounds and bioconjugates: evidence from recent experimental data and high-level ab initio MO calculations. Chem Rev 2010,110(10),6049-6076

4. Hemp S.T.; Long T.E.; DNA-inspired hierarchical polymer design: electrostatics and hydrogen bonding in concert. Macromol Biosci 2012,12(1),29-39

5. Coulocheri S.A.; Pigis D.G.; Papavassiliou K.A.; Papavassiliou A.G.; Hydrogen bonds in protein-DNA complexes: where geometry meets plasticity. Biochimie 2007,89(11),1291-1303

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