175897-68-4Relevant academic research and scientific papers
Preparation method of alpha-hydroxy acid ester compound
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Paragraph 0054; 0056; 0059, (2020/07/02)
The invention discloses a preparation method of an alpha-hydroxy acid ester compound, and relates to the field of organic synthesis methodology. The alpha-hydroxy acid ester compound is used as a rawmaterial, the alpha-hydroxy acid compound is firstly dim
Metal-free one-pot α-carboxylation of primary alcohols
Van Der Heijden, Gydo,Kraakman, Jasper,Biemolt, Jasper,Ruijter, Eelco,Orru, Romano V. A.
supporting information, p. 9716 - 9719 (2016/10/31)
An efficient metal-free procedure for the formal α-carboxylation of primary alcohols has been developed. The method involves a one-pot oxidation/Passerini/hydrolysis sequence and provides access to α-hydroxy acids bearing a broad range of functional groups. A minor modification to the reaction conditions extends the range of accessible products to α-hydroxy esters.
Asymmetric transfer hydrogenation of α-azido acrylates
Ji, Yang,Xue, Ping,Ma, Dan-Dan,Li, Xue-Qiang,Gu, Peiming,Li, Rui
supporting information, p. 192 - 194 (2015/02/05)
The asymmetric transfer hydrogenation of α-azido acrylates has been explored, a range of α-hydroxy esters are produced with good enantioselectivities (80-90% ee). The reaction was conducted in the wet HCO2H/NEt3 with Ru-TsDPEN A.
Dynamic kinetic resolution of α-substituted β-ketoesters catalyzed by Baeyer-Villiger monooxygenases: Access to enantiopure α-hydroxy esters
Rioz-Martínez, Ana,Cuetos, Aníbal,Rodríguez, Cristina,De Gonzalo, Gonzalo,Lavandera, Iván,Fraaije, Marco W.,Gotor, Vicente
supporting information; experimental part, p. 8387 - 8390 (2011/10/09)
BVMOs make a play: The dynamic kinetic resolution of racemic α-alkyl-β-ketoesters was performed through a selective Baeyer-Villiger oxidation employing different Baeyer-Villiger monooxygenases (BVMOs) in mild basic media. The product diesters were obtained with excellent yields and enantioselectivities, and used as precursors for optically active α-hydroxy esters.
Determination of the absolute configuration of the fragments composing the phytotoxin phomalide
Pedras, M. Soledade C.
, p. 314 - 317 (2007/10/03)
The absolute configurations of the residues constituting phomalide (1) were determined on the products resulting from acidic hydrolysis. The configurations of the amino acids Val and Leu were determined as (S) and (R), respectively, by chiral GC analysis (Chirasil-Val capillary column), employing N-trifluoroacetyl (TFA) amino acid methyl ester derivatives. The configurations of the hydroxy acids O-Phe and O-Leu were determined as (S) by 1H NMR of the Mosher's esters of the isopropyl ester derivatives. The method described allowed for the unambiguous assignment of the absolute configuration of the α-amino and α-hydroxy acid residues composing phomalide (1). The absolute configurations of the residues constituting phomalide (1) were determined on the products resulting from acidic hydrolysis. The configurations of the amino acids Val and Leu were determined as (S) and (R), respectively, by chiral GC analysis (Chirasil-Val capillary column), employing N-trifluoroacetyl (TFA) amino acid methyl ester derivatives. The configurations of the hydroxy acids O-Phe and O-Leu were determined as (S) by 1H NMR of the Mosher's esters of the isopropyl ester derivatives. The method described allowed for the unambiguous assignment of the absolute configuration of the α-amino and α-hydroxy acid residues composing phomalide (1).
