13674-16-3Relevant articles and documents
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.
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.
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.