134924-33-7Relevant academic research and scientific papers
The Exocyclic Effect: Protecting Group Strategy to Enhance Stereoselectivity in Hydrogen Transfer Reactions of Acyclic Free Radicals
Guindon, Yvan,Faucher, Anne-Marie,Bourque, Elyse,Caron, Valerie,Jung, Grace,Landry, Serge R.
, p. 9276 - 9283 (2007/10/03)
To enhance the diastereoselectivity of the hydrogen transfer reaction of acyclic substrates bearing 1,2- or 1,3-diols, the feasibility of a strategy employing bifunctional protecting groups has been demonstrated. This strategy is based upon the "exocyclic
Stereoselective Hydrogen Transfer Reactions Involving Acyclic Radicals. Tandem Substituted Tetrahydrofuran Formation and Stereoselective Reduction: Synthesis of the C17-C22 Subunit of Ionomycin
Guindon, Y.,Yoakim, C.,Gorys, V.,Ogilvie, W. W.,Delorme, D.,et al.
, p. 1166 - 1178 (2007/10/02)
The tandem iodoetherification reaction and stereoselective reduction of acyclic redicals has been used in the stereocontrolled synthesis of substituted tetrahydrofurans.Such a tetrahydrofuran intermediate is regioselectively cleaved using Me2BBr to reveal
The effect of polar substituents on the conformation and stereochemistry of enolate radicals
Giese,Damm,Wetterich,Zeitz,Rancourt,Guindon
, p. 5885 - 5888 (2007/10/02)
ESR measurements and AM1 calculations show that ester substituted radicals 2 and 6 prefer conformation A as a result of allylic strain effects. But dipolar repulsion between substituents X and CO2Et In 2 and 6 has a pronounced effect on the con
Synthesis of 3-Alkoxyalkanoic Esters from Acetals. A Novel Application of Reformatsky Reagents in Asymmetric Synthesis
Basile, Tiziana,Tagliavini, Emilio,Trombini, Claudio,Umani-Ronchi, Achille
, p. 305 - 311 (2007/10/02)
3-Alkoxyalkanoic esters are directly obtained in high yield from the reaction of acetals with Reformatsky reagents in the presence of titanium(IV)chloride or diethyl ether-boron trifluoride complex in dichloromethane.The reaction of ethyl 4-bromo-2-buteno
Clay Montmorillonite-Catalyzed Aldol Reactions of Silyl Ketene Acetals with Carbonyl Compounds
Onaka, Makoto,Ohno, Ryosuke,Kawai, Motomitsu,Izumi, Yusuke
, p. 2689 - 2691 (2007/10/02)
Al3+ ion-exchanged montmorillonite efficiently catalyzes the aldol reactions of silyl ketene acetals with carbonyl compounds and acetals.The optimum preparation of the effective montmorillonite catalyst is described.
