99075-46-4Relevant academic research and scientific papers
Acid-catalyzed chemodivergent reactions of 2,2-dimethoxyacetaldehyde and anilines
Guo, Luxia,Chen, Zihao,Zhu, Hongmei,Li, Minghao,Gu, Yanlong
supporting information, p. 1419 - 1422 (2020/11/12)
Chemodivergent reactions of 2,2-dimethoxyacetaldehyde and anilines were described, which were established on the basis of either a C[sbnd]C bond cleavage or a rearrangement process of a reaction intermediate. These reactions proceeded in a condition-determined manner with good functional group tolerance. In the first model, 2,2-dimethoxyacetaldehyde reacted with aniline to form a new C[sbnd]N bond, in the presence of O2, via a C[sbnd]C bond cleavage reaction. However, in the second model, by performing the reaction in the absence of O2, Heyns rearrangement occurred and generated a new C[sbnd]O bond to form methyl phenylglycinate. Such condition-determined reactions not only offered the new way for value-added conversion of biomass-derived platform molecule, 2, 2-dimethoxyacetaldehyde, but also provided efficient methods for the synthesis of N-arylformamides and methyl phenylglycinates.
Transition-metal-free decarboxylation of dimethyl malonate: An efficient construction of α-amino acid esters using TBAI/TBHP
Zhang, Jie,Shao, Ying,Wang, Yaxiong,Li, Huihuang,Xu, Dongmei,Wan, Xiaobing
, p. 3982 - 3987 (2015/03/30)
A transition-metal-free decarboxylation coupling process for the preparation of α-amino acid esters, which succeeded in merging hydrolysis/decarboxylation/nucleophilic substitution, is well described. This strategy uses commercially available inexpensive starting materials, catalysts and oxidants and has a wide substrate scope and operational simplicity. This journal is
A new strategy for the construction of α-amino acid esters via decarboxylation
Zhang, Jie,Jiang, Jiewen,Li, Yuling,Zhao, Yun,Wan, Xiaobing
supporting information, p. 3222 - 3225 (2013/07/26)
A new α-amino acid esters formation reaction has been developed via decarboxylation. The methodology is distinguished by its practical novelty in terms of the readily accessible starting materials, environmentally benign reaction conditions and waste streams, and wide substrate scope.
N-Arylation of α-aminoesters with p-tolylboronic acid promoted by copper(II) acetate
Lam, Patrick Y. S.,Bonne, Damien,Vincent, Guillaume,Clark, Charles G.,Combs, Andrew P.
, p. 1691 - 1694 (2007/10/03)
Copper-promoted N-arylation of α-amino esters with p-tolylboronic acid at room temperature was accomplished with little or no racemization.
