Xu-Ran Li

Indium trichloride-promoted tin-mediated carbonyl allylation in water: High simple diastereo- and diastereofacial selectivity

Abstract Tin-mediated additions of allylic bromides to aldehydes and aldoses leads to adduct with high diastereo- and diastereofacial selectivity in the presence of indium trichloride in water.

An enantioselective indium-mediated allylation reaction of aldehydes and ketones in dichloromethane

Abstract An enantioselective indium-mediated addition reaction of allylic bromides to carbonyl compounds was achieved in dichloromethane in the presence of (−)-cinchonidine. The desired products were obtained in moderate to excellent yields and with up to 75% enantioselectivity.

Clay montmorillonite K10 catalyzed aldol-type reaction of aldehydes with silyl enol ethers in water

Abstract An environmentally friendly method for the cross aldol reaction of silyl enol ethers and ketene silyl acetal with various aldehydes using montmorillonite K10 is described. Cheap and commercially available montmorillonite K10 can be used without the need of an ion exchange process under solvent-free conditions or in water. Hydrate of aldehydes such as glyoxylic acid can be used directly. Thermal treatment of K10 increased the catalytic activity. The catalytic activity was supposed due to the properties of the structure of K10 and its inherent Bronsted acidity.

A novel method for stereoselective synthesis of β-trifluoromethylated homoallylic alcohols in water

Abstract The indium-mediated allylation reaction of aldehydes with 1,1,1-trifluoro-4-bromo-2-butene in water afforded an important trifluoromethylated building block β-trifluoromethylated homoallylic alcohol with high yield and excellent diastereoselectivity.

Indium-trichloride catalyzed mukaiyama-aldol reaction in water: Solubility, aggregation and internal pressure effect

Abstract Studies on the effects of water and the binding characteristic of InCl3 in the Mukaiyama-aldol reaction with an in depth mechanistic probe on the probable internal pressure and aggregation effects exerted in this media.

A versatile and practical synthesis of α-trifluoromethylated alcohols from trifluoroacetaldehyde ethyl hemiacetal in water

α-Trifluoromethylated alcohols via indium-mediated allylation of trifluoroacetaldehyde using a simple and practical preparation in water is described.

Tin- and Indium-Mediated Allylation Reactions in Water: Highly Stereoselective Synthesis of β-Trifluoromethylated Homoallylic Alcohols

The indium-mediated allylation reaction of aldehydes with 4-bromo-1,1,1-trifluoro-2-butene in water afforded β-trifluoromethylated homoallylic alcohols in high yields. In most cases, high regio- and excellent diastereoselectivities were obtained.

A simple and practical synthesis of α-trifluoromethylated alcohols in water

Abstract A simple and practical preparation of α-trifluoromethylated alcohols in water via indium-mediated allylation reaction and tin-mediated indium trichloride-promoted allylation reaction of trifluoroacetaldehyde hydrate and its ethyl hemiacetal is described in this paper.

A novel reductive aminocyclization for the syntheses of chiral pyrrolidines: stereoselective syntheses of (S)-nornicotine and 2-(2′-pyrrolidyl)-pyridines

Abstract ( S )-Nornicotine 2 was synthesized in four steps. A key step in the synthesis involved reductive aminocyclization of a 1,4-ketoaldehyde with 2,3,4,6-tetra- O -pivaloyl-β- d -galactosylamine 1 in the presence of sodium cyanoborohydride, diastereoselectively affording the corresponding stereoisomer 6 in 45% yield. The aminosugar moiety could be easily removed by acidic hydrolysis to furnish 2 . The aminocyclization was further extended to asymmetric syntheses of novel chiral 2-(2′-pyrrolidyl)-pyridine ligands 12 and 13 .