scholarly journals Review of: "Catalytic asymmetric nucleophilic fluorination using BF3·Et2O as fluorine source and activating reagent"

Qeios ◽  
2021 ◽  
Author(s):  
Pinhong Chen
Keyword(s):  
Catalytic Asymmetric ◽  
Nucleophilic Fluorination

scholarly journals Catalytic asymmetric nucleophilic fluorination using BF3·Et2O as fluorine source and activating reagent

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Weiwei Zhu ◽  
Xiang Zhen ◽  
Jingyuan Wu ◽  
Yaping Cheng ◽  
Junkai An ◽  
...  
Keyword(s):  
Direct Access ◽  
Fluorine Chemistry ◽  
Catalytic Asymmetric ◽  
Nucleophilic Fluorination

AbstractFluorination using chiral catalytic methods could result in a direct access to asymmetric fluorine chemistry. However, challenges in catalytic asymmetric fluorinations, especially the longstanding stereochemical challenges existed in BF3·Et2O-based fluorinations, have not yet been addressed. Here we report the catalytic asymmetric nucleophilic fluorination using BF3·Et2O as the fluorine reagent in the presence of chiral iodine catalyst. Various chiral fluorinated oxazine products were obtained with good to excellent enantioselectivities (up to >99% ee) and diastereoselectivities (up to >20:1 dr). Control experiments (the desired fluoro-oxazines could not be obtained when Py·HF or Et3N·3HF were employed as the fluorine source) indicated that BF3·Et2O acted not only as a fluorine reagent but also as the activating reagent for activation of iodosylbenzene.

ChemInform Abstract: Catalytic Asymmetric Cyanation Reactions

ChemInform ◽  
2016 ◽  
Vol 47 (15) ◽  
pp. no-no
Author(s):  
Nobuhito Kurono ◽  
Takeshi Ohkuma
Keyword(s):  
Catalytic Asymmetric
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