162300-67-6Relevant articles and documents
Diastereomeric aziridine carbinol catalyzed enantioselective arylation reaction: Toward the asymmetric synthesis of both enantiomers of chiral 3-aryl phthalide
Song, Xixi,Hua, Yuan-Zhao,Shi, Jing-Guo,Sun, Ping-Ping,Wang, Min-Can,Chang, Junbiao
, p. 6087 - 6093 (2014/07/21)
The diastereomeric aziridine carbinols are applied, respectively, as efficient chiral ligand in the catalysis of asymmetric arylation and sequential arylation-lactonization cascade. The two diastereomers, which are facilely synthesized from the same chiral source, function as pseudo enantiomers in arylation of aromatic aldehydes providing the different enantiomers of the diarylmethanols with almost the same excellent enantioselectivities. The arylation method is also carried out in tandem with lactonization process to afford a concise synthetic approach to both enantiomers of optically active 3-aryl phthalide.
Chiral triphenylprolinol ligands for the efficient catalytic asymmetric arylation of aldehydes
Moro, Angelica Venturini,Tiekink, Edward R. T.,Zukerman-Schpector, Julio,Luedtke, Diogo S.,Correia, Carlos Roque D.
experimental part, p. 3696 - 3703 (2010/09/05)
The synthesis of new chiral amino alcohols by Heck arylation of an enecarbamate is described. These compounds were used as chiral ligands for the catalytic asymmetric arylation of aldehydes and can be easily recovered. Chiral, nonracemic diarylmethanols were obtained in high yields and enantioselectivities.
Enantioselective arylations catalyzed by carbohydrate-based chiral amino alcohols
Wouters, Ana Dioneia,Trossini, Gustavo H. G.,Stefani, Helio A.,Luedtke, Diogo S.
experimental part, p. 2351 - 2356 (2010/07/04)
The application of carbohydrate-derived amino alcohols in the asymmetric arylation of aldehydes by using arylboronic acids as the source of transferable aryl groups is described. The best ligand is derived from the readily available sugar D-xylose and it mediates the addition of a range of arylboronic acids to various aromatic aldehydes in excellent yields and high enantiomeric excesses.