83649-47-2Relevant articles and documents
Enantioselective Synthesis of β-Amino Acid Derivatives Enabled by Ligand-Controlled Reversal of Hydrocupration Regiochemistry
Buchwald, Stephen L.,Guo, Sheng,Zhu, Jiaqi
supporting information, p. 20841 - 20845 (2020/09/16)
A Cu-catalyzed enantioselective hydroamination of α,β-unsaturated carbonyl compounds for the synthesis of β-amino acid derivatives was achieved through ligand-controlled reversal of the hydrocupration regioselectivity. While the hydrocupration of α,β-unsaturated carbonyl compounds to form α-cuprated species has been extensively investigated, we report herein that, in the presence of an appropriate ancillary chiral ligand, the opposite regiochemistry can be observed for cinnamic acid derivatives, leading to the delivery of the copper to the β-position. This copper can react with an electrophilic aminating reagent, 1,2-benzisoxazole, to provide enantioenriched β-amino acid derivatives, which are important building blocks for the synthesis of natural products and bioactive small molecules.
Highly enantioselective synthesis of N-Protected β-Amino malonates catalyzed by magnetically separable heterogeneous rosin-derived amino thiourea catalysts: A Stereocontrolled Approach to β-Amino Acids
Zhu, Hao,Jiang, Xianxing,Li, Xinghua,Hou, Chen,Jiang, Yu,Hou, Ke,Wang, Rui,Li, Yanfeng
, p. 2187 - 2190 (2013/08/23)
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Organocatalytic asymmetric mannich reactions with JV-Boc and JV-Cbz protected α-amido sulfones (Boc: Tert-butoxycarbonyl, Cbz: Benzyloxycarbonyl)
Marianacci, Olindo,Micheletti, Gabriele,Bernardi, Luca,Fini, Francesco,Fochi, Mariafrancesca,Pettersen, Daniel,Sgarzani, Valentina,Ricci, Alfredo
, p. 8338 - 8351 (2008/04/01)
Different malonates and βketoesters can react with N-tert-butoxycarbonyl- (N-Boc) and N-benzyloxycarbonyl- (N-Cbz) protected α-amido sulfones in an organocatalytic asymmetric Mannich-type reaction. The reaction makes use of a simple and easily obtained ph
