864871-37-4Relevant articles and documents
New access to racemic β3-amino acids
Nejman, Micha?,?liwińska, Anna,Zwierzak, Andrzej
, p. 8536 - 8541 (2005)
A general simple procedure having the potential for large scale preparations of racemic β3-amino acids has been developed. The procedure involves base-catalyzed Michael-type addition of sodium diethyl malonate to N-Boc-α-amidoalkyl-p-tolyl sulfones in tetrahydrofuran. Hydrolysis of the adducts by refluxing with 6 M aqueous hydrochloric acid affords β3-amino acid hydrochlorides in high yield and excellent purity.
N-Boc-aminals as easily accessible precursors for less accessible N-Boc-imines: Facile synthesis of optically active propargylamine derivatives using Mannich-type reactions
Yurino, Taiga,Aota, Yusuke,Asakawa, Daisuke,Kano, Taichi,Maruoka, Keiji
, p. 3687 - 3700 (2016/06/06)
We developed a facile and practical synthesis of N-Boc-aminals, which can be used as precursors for less accessible N-Boc-imines. Aminals were obtained via simple dehydration condensation reactions of t-butyl carbamate (BocNH2) and various aldehydes in acetic anhydride, followed by filtration and washing with hexane. The obtained N-Boc-alkynylaminals could be successfully applied in enantioselective Mannich-type reactions, catalyzed by chiral phosphoric acids, to afford optically active propargylamine derivatives.
