Diastereoselective synthesis of propargylamines catalyzed by Cu-MCM-41
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 hete
Cortezano-Arellano, Omar,Hernández-Gasca, Miguel A.,ángeles-Beltrán, Deyanira,Negrón-Silva, Guillermo E.,Santillan, Rosa
supporting information
p. 2403 - 2406
(2018/05/25)
Silver(i)-mediated highly enantioselective synthesis of axially chiral allenes under thermal and microwave-assisted conditions
Silver(i) salts mediated stereospecific transformation of optically active propargylamines to axially chiral allenes with excellent enantioselectivities (17 examples with 96-99% ee; one substrate with 91% ee) without subsequent racemization.
Gold(III) (C^N) complex-catalyzed synthesis of propargylamines via a three-component coupling reaction of aldehydes, amines and alkynes
Propargylamines are synthesized in high yields via a gold(III) (C^N) complex-catalyzed three-component coupling reaction of aldehydes, amines and alkynes in water at 40 °C. Excellent diastereoselectivities (up to 99:1) have been achieved when chiral prolinol derivatives are employed as the amine component. Notably, the [Au(C^N)Cl2] complex (N^CH = 2-phenylpyridine) could be repeatedly used for 10 reaction cycles, leading to an overall turnover number of 812.