A Convenient Method for the Asymmetric Synthesis of Fluorinated alpha-Amino Acids from Alcohols

作者：Drouet Fleur; Noisier Anais F M; Harris Craig S; Furkert Daniel P; Brimble Margaret A^*

来源：European Journal of Organic Chemistry, 2014, 2014(6): 1195-1201.

DOI：10.1002/ejoc.201301718

• Asymmetric synthesis
• Fluorine
• Alcohols
• Amino acids

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.

• 出版日期2014-2