13674-16-3Relevant academic research and scientific papers
Tandem Wittig rearrangement/aldol reactions for the synthesis of glycolate aldols
Bertrand, Myra Beaudoin,Wolfe, John P.
, p. 4661 - 4663 (2006)
A new tandem Wittig Rearrangement/aldol reaction of O-benzyl or O-allyl glycolate esters is described. This reaction generates two carbon-carbon bonds and two contiguous stereocenters in a single step from simple starting materials. The [1,2]-Wittig rearrangement proceeds under very mild reaction conditions that do not require the use of a strong base, and the 1,2-diol products are obtained in good yield with excellent diastereoselectivity (>20:1).
Photochemically induced coupling reaction of triarylstibines with olefins
Kakusawa, Naoki,Tsuchiya, Takashi,Kurita, Jyoji
, p. 9743 - 9746 (1998)
Photoreaction of triarylstibines with styrenes resulted in the formation of 2-aryl-1-phenylethanols accompanied by air oxidation. Formation of the products has been explained by the valence expansion of the oxygen-antimony- styrene complex to a five-valent intermediate, followed by reductive coupling.
Controllable Intramolecular Unactivated C(sp3)-H Amination and Oxygenation of Carbamates
Guo, Qihang,Ren, Xiang,Lu, Zhan
, p. 880 - 884 (2019/05/16)
Dual catalyst-controlled intramolecular unactivated C(sp3)-H amination and oxygenation of carbamates merging visible-light photocatalysis and earth-abundant transition metal catalysis have been reported. Useful amino alcohol and diol derivatives could be selectively obtained from readily available tertiary alcohol derivatives. The possible mechanisms have been proposed via a 1,5-HAT process followed by Lewis acid-controlled cyclization. The nickel and zinc catalysts inhibit the formation of oxygenation and amination products, respectively. An interesting phenomenon of chirality transfer is also observed.
PROCESS OF PRODUCING ALPHA-HYDROXY COMPOUNDS AND USES THEREOF
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Page/Page column 20-22, (2019/08/29)
New process of producing alpha-hydroxy compounds from sustainable resources useful as platform chemicals, such as hydroxy analogues of amino acids or polymer precursors.
Mechanistic insight into catalytic aerobic chemoselective α-oxidation of acylpyrazoles
Taninokuchi, Seiya,Yazaki, Ryo,Ohshima, Takashi
, p. 906 - 918 (2019/08/01)
Mechanistic studies on catalytic aerobic chemoselective α-oxidation of acylpyrazoles, including control experiments, kinetic isotope effect experiments, and radical clock experiments, are described. The key to promoting the reaction was the in-situ genera
PYRIDONE OR PYRIMIDONE DERIVATIVE, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF
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Paragraph 0173; 0174; 0175, (2017/02/24)
Provided is a pyridone or pyrimidone derivative(s) represented by general formula (I) and its preparation method and use. Substituents of the compound of general formula (I) are defined the same as in the specification.
Catalytic Aerobic Chemoselective α-Oxidation of Acylpyrazoles en Route to α-Hydroxy Acid Derivatives
Taninokuchi, Seiya,Yazaki, Ryo,Ohshima, Takashi
, p. 3187 - 3190 (2017/06/23)
Catalytic aerobic chemoselective α-oxidation of acylpyrazoles is described. Acylpyrazoles, carboxylic acid oxidation state substrates, were efficiently oxidized under aerobic conditions using TEMPO as an oxygenating agent. The mild catalytic conditions of the present catalysis were amenable to late-stage α-oxidation of various pharmaceutical agents and natural products, leading to previously unreported α-hydroxy acid derivatives in short steps. Preliminary mechanistic studies revealed that in situ generated copper(II) peroxo species served as a Lewis acid/Br?nsted base cooperative catalyst.
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.
Kinetic resolution of mandelate esters via stereoselective acylation catalyzed by lipase PS-30
Chen, Peiran,Yang, Wenhong
supporting information, p. 2290 - 2294 (2014/04/17)
By using lipase PS-30 as catalyst, the kinetic resolution of a series of racemic mandelate esters has been achieved via stereoselective acylation. The value of kinetic enantiomeric ratio (E) reached up to 197.5. Substituent effect is briefly discussed.
