Access to Functionalized alpha-Trifluoromethyl-alpha-aminophosphonates via Intermolecular Ene-Yne Metathesis

作者:Krylov Ivan M; Mailyan Artur K; Zotova Maria A; Bruneau Christian; Dixneuf Pierre H; Osipov Sergey N*
来源:Synlett, 2014, 25(18): 2624-2628.
DOI:10.1055/s-0034-1379229

摘要

An efficient approach to a new family of highly functionalized P analogues of alpha-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 alpha-alkynyl-alpha-trifluoromethyl-alpha-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.

  • 出版日期2014-11