Direct Synthesis of N-Alkyl Arylglycines by Organocatalytic Asymmetric Transfer Hydrogenation of N-Alkyl Aryl Imino Esters
The organocatalytic asymmetric transfer hydrogenation of N-alkyl aryl imino esters for the direct synthesis of N-alkylated arylglycinate esters is reported. High yields and enantiomeric ratios were obtained, and tolerance to a diverse set of functional groups facilitated the preparation of more complex molecules as well as intermediates for active pharmaceuticals. A simple recycling protocol was developed for the Br?nsted acid catalyst which could be reused through five cycles with no loss of activity or selectivity.
Mazuela, Javier,Antonsson, Thomas,Johansson, Magnus J.,Knerr, Laurent,Marsden, Stephen P.
p. 5541 - 5544
(2017/10/25)
Immonium Ion Based Synthetic Methodology: A Novel Method for the N-Methylation of Dipeptides and Amino Acid Derivatives via Retro Aza Diels-Alder Reactions
A novel method for the N-methylation of amino acid derivatives and dipeptides is detailed that features facile room-temperature retro Diels-Alder reactions of N-substituted 2-azanorbornenes with trapping of the incipient immonium ion with triethylsilane/trifluoroacetic acid.
Grieco, Paul A.,Bahsas, Ali
p. 5746 - 5749
(2007/10/02)
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