366-38-1Relevant academic research and scientific papers
The observation of a large gauche preference when 2-fluoroethylamine and 2-fluoroethanol become protonated
Briggs, Caroline R.S.,Allen, Mark J.,O'Hagan, David,Tozer, David J.,Slawin, Alexandra M.Z.,Goeta, Andres E.,Howard, Judith A.K.
, p. 732 - 740 (2004)
The energies of the gauche and anti conformers of 2-fluoroethylamine, 2-fluoroethanol and their protonated analogues are calculated using density functional theory. Unlike the non protonated systems, the protonated systems show a strong gauche effect where the C-F and the C-+NH3 or C-F and C-+OH2 bonds are gauche rather than anti to each other. Single crystal X-ray diffraction studies of 2-fluoroethylammonium compounds identify the same conformational preference.
Stereoselective Mannich Reaction of N-(tert-Butylsulfinyl)imines with 3-Fluorooxindoles and Fluoroacetamides
Chen, Xiangyu,Li, Ya,Zhao, Jianbo,Zheng, Buquan,Lu, Qi,Ren, Xinfeng
supporting information, p. 3057 - 3062 (2017/09/09)
A diastereoselective Mannich reaction has been developed for the construction of stereogenic C?F units by the reaction of α-fluoro-substituted amides, including highly activated 3-fluoro-oxindoles, and simple linear fluoroacetamides with N-tert-butylsulfinylimines. This method provides a concise route to a variety of structurally diverse α-fluoro-β-amino amides containing stereogenic fluorinated carbon centers. This protocol has the benefit of using readily accessible starting materials and is operationally simple. The Mannich reactions of cyclic and linear α-fluoro-substituted amides resulted in different stereochemical outcomes, suggesting that these substrates reacted via closed and open transition states, respectively. (Figure presented.).
A NOVEL PROCESS FOR PREPARING 3-AMINO-5-FLUORO-4-DIALKOXYPENTANOIC ACID ESTER
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Page/Page column 19, (2008/06/13)
The present invention relates to a novel process for the production of 3-amino-5- fluoro-4-dialkoxypentanoic acid ester used in the precursor of 3-amino-5-fluoro-4- oxopentanoic acid, represented by the following formula (I) : wherein R1 and R2 are as def
