1391574-36-9Relevant articles and documents
A convenient method for the asymmetric synthesis of fluorinated α-amino acids from alcohols
Drouet, Fleur,Noisier, Anais F. M.,Harris, Craig S.,Furkert, Daniel P.,Brimble, Margaret A.
, p. 1195 - 1201 (2014)
Due to their numerous applications, fluorinated amino acids have recently attracted significant attention. The preparation of fluorine-containing phenylalanines, heteroaryl alanines and aliphatic fluorinated amino acids using Mitsunobu-Tsunoda alkylation of a chiral nucleophilic glycine equivalent with readily available alcohol substrates is described. The reaction proceeds in high yields and with excellent diastereoselectivity. This method provides an efficient synthetic route to fluorinated amino acids for which asymmetric approaches are scarce. The asymmetric synthesis of fluorinated amino acids using readily available fluoro alcohols was accomplished by Mitsunobu-type alkylation of a chiral glycine template. This approach accesses fluorinated and trifluoromethylated (hetero)aryl alanines and provides a general method for preparation of amino acids bearing linear fluorinated or trifluoromethylated side-chains. Copyright
