120255-30-3Relevant academic research and scientific papers
Highly efficient asymmetric vinylogous Mannich reaction induced by O-pivaloylated d-galactosylamine as the chiral auxiliary
Yu, Jipan,Miao, Zhiwei,Chen, Ruyu
, p. 1756 - 1762 (2011)
The diastereospecific formation of β-N-glycoside-linked α-amino-2(5H)-furanone has been achieved with high yield via a vinylogous Mannich reaction. The reaction was performed by using O-pivaloylated galactosylamine 1 as a chiral template and ZnCl2·Et 2O as a promoter in Et2O. Imines 3 of aromatic compounds and trimethylsiloxyfuran 4 were converted to N-galactosyl α-amino-2(5H)- furanone 5, giving ratios of diastereomers higher than 20:1. This procedure provides rapid access to biologically important γ-butenolide derivatives.
Lewis acid catalyzed diastereoselective vinylogous Mannich reaction induced by O-pivaloylated d-galactosylamine as the chiral auxiliary: Stereoselective synthesis of 6-arylpiperidin-2-ones
Cui, Bing,Kong, Shasha,Wu, Guiping,Miao, Zhiwei,Chen, Ruyu
supporting information; experimental part, p. 111 - 119 (2012/03/26)
The diastereospecific formation of β-N-glycosidically linked α,β-unsaturated δ-aminocarbonyl derivatives, in the form of (S)-δ-amino-δ-arylpent-2-enoic ester, has been achieved in high yield via a vinylogous Mannich reaction, utilizing poly-O-pivaloylated
Asymmetric aza-Friedel-Crafts reaction of indoles induced by O-pivaloylated d-galactosylamine as the chiral auxiliary
Yang, Haohao,Cui, Bing,Wu, Guiping,Miao, Zhiwei,Chen, Ruyu
supporting information; experimental part, p. 4830 - 4837 (2012/08/08)
The diastereoselective formation of β-N-glycosidically linked 3-indolyl methanamine derivatives 5 has been achieved with high yield via an aza-Friedel-Crafts reaction. The reaction was performed by using O-pivaloylated galactosylamine 1 as a chiral templa
Glycosylation-induced and Lewis acid-catalyzed asymmetric synthesis of β-N-glycosidically linked α-aminophosphonic acids derivatives
Wang, Yadan,Wang, Fei,Wang, Yangyun,Miao, Zhiwei,Chen, Ruyu
supporting information; experimental part, p. 2339 - 2344 (2009/10/02)
The diastereospecific formation of β-N-glycosidically linked α-aminophosphonic acids derivatives has been achieved with high yield via a Mannich-type reaction. The reaction was performed by using O-pivaloylated galactosylamine 1 as a chiral template and boron trifluoride diethyl etherate as a catalyst in THF. Imines 3 of aromatic compounds and diethyl phosphite were converted to N-galactosyl α-aminoalkylphosphonate 4, giving ratios of diastereomers higher than 19:1. This procedure provides a rapid access to biologically important galactosyl α-aminophosphonic acids derivatives.
