37166-70-4Relevant articles and documents
A convenient and versatile method for the preparation of α-hydroxymethyl ketone derivatives from the corresponding allyl silyl ethers or allyl carboxylates
Hon, Yung-Son,Wong, Ying-Chieh,Wu, Kuo-Jui
experimental part, p. 896 - 914 (2009/12/06)
The ozonolysis of 1-substituted allyl silyl ethers or 1-substituted allyl carboxylates followed by treatment with bases gave the corresponding α-silyloxymethyl- or α-acyloxymethyl-ketones in good yields. It is proposed to proceed via the corresponding α-silyloxy- or α-acyloxyaldehydes intermediates followed by 1,4-group migration. The results of theoretical calculations are applicable to explain the experimental results.
Tishchenko reactions of aldehydes promoted by diisobutylaluminum hydride and its application to the macrocyclic lactone formation
Hon, Yung-Son,Wong, Ying-Chieh,Chang, Chun-Ping,Hsieh, Cheng-Han
, p. 11325 - 11340 (2008/03/12)
Aliphatic aldehydes react with catalytic amount of Dibal-H in n-pentane to give the corresponding Tishchenko products in good to excellent yields. On contrary, α-silyloxy aldehydes give α-silyloxy ketones via Oppenauer oxidation under similar condition. Tishchenko reaction of ω-alkene aldehydes followed by RCM and hydrogenation affords a convenient method to prepare the 11-37 membered macrocyclic lactones.
Synthetic applications of the amine-base treatment in the ozonolysis of substituted-allyl silyl ethers or -allyl esters via a novel ene-diol type rearrangement
Hon, Yung-Son,Wong, Ying-Chieh
, p. 1365 - 1368 (2007/10/03)
The ozonolysis of substituted-allyl silyl ethers or -allyl esters followed by treatment with bases gave the corresponding α-silyloxy ketones or α-acyloxy ketones in good yields. The reaction is proposed to proceed via a novel ene-diol rearrangement of the corresponding α-silyloxy aldehydes or α-acyloxy aldehydes intermediates.
Conversion of Aldehydes to α-Acetoxymethyl Ketones: One-carbon Homologation with (Benzotriazol-1-yl)phenoxymethane
Katritzky, Alan R.,Yang, Zhijun,Moutou, Jean-Luc
, p. 841 - 844 (2007/10/02)
Reaction of aldehydes with (benzotriazol-1-yl)phenoxymethyl anion afforded the corresponding addition products which, upon treatment with p-toluenesulfonic acid in acetic acid, yielded the corresponding α-acetoxymethylketones.
Conjugate Addition of Acyloxy Groups to Alkynylphenyliodonium Tetrafluoroborates under Both Basic and Acidic Conditions. Synthesis of α-Acyloxy Ketones
Ochiai, Masahito,Kunishima, Munetaka,Fuji, Kaoru,Nagao, Yoshimitsu
, p. 4038 - 4041 (2007/10/02)
Reaction of alkynylphenyliodonium tetrafluoroborates 1 with sodium salts of carboxylic acids in the presence of water affords α-acyloxy ketones.The reaction also proceeds under acidic conditions.The fact that the reaction of (4-hydroxy-1-butynyl)phenyliod
Antianaphylactic agents. 1. 2-(Acylamino)oxazoles
Ross,Harrison,Jolley,Neville,Todd,Verge,Dawson,Sweatman
, p. 412 - 417 (2007/10/08)
The synthesis and biological properties of 35 2-(acylamino)oxazoles are described. The majority of the compounds inhibit the release of slow-reacting substance of anaphylaxis (SRS-A) in vitro from sensitized guinea pig chopped lung. In addition, several of the compounds inhibited the release of SRS-A from passively sensitized human chopped lung and protected guinea pigs from the effects of anaphylaxis in a modified Herxheimer test.
Preparation of α-acetoxy aldehydes and ketones
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, (2008/06/13)
An improved method for the preparation of intermediates of formula: EQU1 WHERE R1 and R2 represent hydrogen, C1-4 alkyl, C1-4 hydroxyalkyl, C3-10 cycloalkyl, C3/