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Diastereoselective synthesis of propargylamines catalyzed by Cu-MCM-41
Authors:Omar Cortezano-Arellano  Miguel A. Hernández-Gasca  Deyanira Ángeles-Beltrán  Guillermo E. Negrón-Silva  Rosa Santillan
Affiliation:1. Universidad Autónoma Metropolitana, Departamento de Ciencias Básicas, Av. San Pablo No. 180, Azcapotzalco, Ciudad de México C.P.02200, Mexico;2. Departamento de Química CINVESTAV-IPN Apdo, Postal 14-740, 07000 Ciudad de México, Mexico
Abstract:In this work, a rapid, efficient and protecting group free diastereoselective synthesis of propargylamines through a multicomponent coupling reaction between (S)-prolinol, phenylacetylene and commercially available aldehydes catalyzed by Cu-MCM-41 in heterogeneous phase is reported. The reactions were carried out under solvent free conditions with good yields and moderate reaction times. In all the cases, catalyst was recovered and reused up to five cycles. Recyclability of the catalyst, low catalyst loading, solvent and protecting group free conditions, and the use of inexpensive catalyst are the key features that provide green aspects to this synthetic protocol.
Keywords:Propargylamines  Diastereoselectivity  Multicomponent reactions  Heterogeneous catalysis  Cu-MCM-41
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