Access to Functionalized α-Trifluoromethyl-α-aminophosphonates via Intermolecular Ene–Yne Metathesis
2014
An efficient approach to a new family of highly functionalized P analogues of α-trifluoromethyl-substituted phenylalanine and its homologues using ruthenium-catalyzed intermolecular ene–yne metathesis as a key step of the reaction sequence has been developed. The method includes cross metathesis of α-alkynyl-α-trifluoromethyl-α-aminophosphonates with alkenes under catalysis by second-generation Grubbs carbene complex to afford the corresponding aminophosphonates with 1,3-diene backbone followed by one-pot Diels–Alder reaction–aromatization step.
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