4420-21-7Relevant academic research and scientific papers
Palladium on Carbon-Catalyzed Chemoselective Oxygen Oxidation of Aromatic Acetals
Yasukawa, Naoki,Asai, Shota,Kato, Maho,Monguchi, Yasunari,Sajiki, Hironao,Sawama, Yoshinari
supporting information, p. 5604 - 5607 (2016/11/17)
The development of an unprecedented chemoselective transformation has contributed to forming a novel synthetic process for target molecules. Chemoselective oxidation of aromatic acetals has been accomplished using a reusable palladium on carbon catalyst under atmospheric oxygen conditions to form ester derivatives with tolerance of aliphatic acetals and ketals.
Microwave-assisted synthesis and crystal structure of novel 2-dichloromethyl-1,3-dioxolanes
Ye, Fei,Li, Ying,Fu, Ying,Gao, Shuang,Zhao, Li-Xia
, p. 407 - 415 (2013/03/14)
An efficient synthesis of 2-dichloromethyl-1,3-dioxolane derivatives with microwave-assisted addition reaction was developed. The intermediate 1,3-dioxolanes 2 were obtained by exposing to microwave radiation with glycol at the present of anhydrous CuSOs
Acetalization of carbonyl compounds catalyzed by bismuth triflate under solvent-free conditions
Aliyan, Hamid,Fazaeli, Razieh,Massah, Ahmad Reza,Momeni, Ahmad Reza,Naghash, Hamid Javaherian,Moeinifard, Behzad
experimental part, p. 873 - 876 (2012/04/05)
Carbonyl compounds were converted to the corresponding 1,3-dioxolanes and 1,3-dioxanes with ethylene glycol and 1,3-propandiol in the presence of bismuth triflate under solvent-free conditions. In addition, high chemoselective protection of aldehydes in the presence of ketones has been achieved.
Highly efficient and chemoselective acetalization of carbonyl compounds catalyzed by new and reusab e zirconyl triflate, zr0(0tf)2
Moghadam, Majid,Mohammadpoor-Baltork, Iraj,Tangestaninejad, Shahram,Mirkhani, Valiollah,Yazdani, Parvin,Ghorjipoor, Saeedeh
experimental part, p. 131 - 135 (2009/09/30)
Various types of aromatic aldehydes were efficiently converted to their corresponding 1,3-dioxanes and 1,3-dioxolane with 1,3-propanediol and ethylene glycol, respectively, in the presence of catalytic amount of ZrO(OTf) 2 in acetonitrile at room temperature. The catalyst can be reused several times without loss of its catalytic activity. Very short reaction times, selective acetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones, very mild reaction conditions, reusability of the catalyst, and easy workup are noteworthy advantages of this method.
Intermolecular reactions of chlorohydrine anions: Acetalization of carbonyl compounds under basic conditions
Barbasiewicz, Michal,Makosza, Mieczyslaw
, p. 3745 - 3748 (2007/10/03)
Nonenolizable aldehydes and ketones react with 2-chloroethanol and 3-chloropropanol under basic conditions (t-BuOK, DMF/THF) with formation of 2-substituted 1,3-dioxolanes and 1,3-dioxanes, respectively. Conversion of the two-step addition-alkylation process depends on the electrophilicity of the carbonyl group that governs the equilibrium of addition of chloroalkoxides. This method of protection of carbonyl groups in the form of cyclic acetals under kinetically controlled conditions is complementary to the acid-catalyzed reaction with diols.
Silica gel-supported metallic sulfates catalyzed chemoselective acetalization of aldehydes under microwave irradiation
Yadav,Reddy, B. V. Subba,Srinivas,Ramalingam
, p. 701 - 703 (2007/10/03)
Silica gel - supported metallic sulfates are found to be efficient catalysts for the protection of both aromatic and aliphatic aldehydes as 1,3- dioxolanes under microwaves in solvent-free conditions. Due to the neutral reaction conditions, this method is compatible with acid sensitive substrates.
Microwave promoted acetalization of aldehydes and ketones
Moghaddam,Sharifi
, p. 2457 - 2461 (2007/10/02)
Aldehydes and ketones are readily acetalized under microwave irradiation with ethylene glycol in the presence of p-toluenesulfonic acid(PTSA), ferric(III) chloride or acidic alumina.
Stereoselective Synthesis of Homochiral Alpha Substituted o-Methoxybenzyl Alcohols via Nucleophilic Additions to Kinetically Resolved Homochiral Tricarbonyl(η6-o-anisaldehyde)chromium(0)
Bromley, Lindsay A.,Davies, Stephen G.,Goodfellow, Craig L.
, p. 139 - 156 (2007/10/02)
Tricarbonyl(η6-o-anisaldehyde)chromium(0) has been kinetically resolved via the selective hydrolysis of one of the L-valinol derived imine diasteroisomers in the presence of deactivated alumina.An X-ray crystal structure analysis on the adduct formed between L-valinol and homochiral (+)-tricarbonyl(η6-o-anisaldehyde)chromium(0) unambiguously established the presence of the corresponding imine and not oxazolidine and confirmed the absolute configuration of the aldehyde complex.Addition of Grignard reagents to homochiral tricarbonyl(η6-o-anisaldehyde)chromium(0) occurs completely stereoselectively to give, following decomplexation, homochiral alpha substituted o-methoxybenzyl alcohols.
