Ngoc Tam, Nguyen Thi Magueur, Guillaume Ourévitch, Michèle Crousse, Benoit Bégué, Jean-Pierre Bonnet-Delpon, Danièle Analogues of Key Precursors of Aspartyl Protease Inhibitors:  Synthesis of Trifluoromethyl Amino Epoxides The synthesis of the title compound is described through original and tailored synthetic protocols. The addition of vinylmagnesium bromide to CF<sub>3</sub>-<i>N</i>-aryl and <i>N</i>-alkyl aldimines was efficient and did not require an activating <i>N</i>-substituent. The resultant CF<sub>3</sub>-allylamines were converted in an efficient and completely stereoselective route to syn CF<sub>3</sub>-epoxides <b>3</b> via formation of bromhydrins <b>8</b>. The same sequence performed from the aldimine substituted with the methyl ether of the (<i>R</i>)-phenylglycinol provided the homochiral (<i>R</i>,<i>R</i>)-amino epoxide (de >98%). This study has allowed access to the novel racemic and homochiral trifluoromethyl β-amino epoxides, analogues of key precursors of various HIV protease inhibitors. epoxide;Trifluoromethyl Amino Epoxides;aldimine;syn CF 3;CF 3;HIV protease inhibitors;homochiral 2005-01-21
    https://acs.figshare.com/articles/journal_contribution/Analogues_of_Key_Precursors_of_Aspartyl_Protease_Inhibitors_Synthesis_of_Trifluoromethyl_Amino_Epoxides/3303856
10.1021/jo0485233.s002