Novel polystyrene-immobilized chiral amino alcohols as heterogeneous ligands for the enantioselective arylation of aldehydes in batch and continuous flow regime

被引：3

作者：

Forni, Jose Augusto ^{[1
]}

Toneto Novaes, Luiz Fernando ^{[1
]}

Galaverna, Renan ^{[1
]}

Pastre, Julio C. ^{[1
]}

机构：

[1] Univ Campinas UNICAMP, Inst Chem, POB 6154, BR-13083970 Campinas, SP, Brazil

来源：

CATALYSIS TODAY | 2018年 / 308卷

基金：

巴西圣保罗研究基金会;

关键词：

Diarylmethanols; Amino alcohols; Heterogeneous; Batch; Continuous flow; Boroxines; Organozinc reagents; ASYMMETRIC ARYL TRANSFER; BORONIC ACIDS; PHENYL TRANSFER; MERRIFIELD RESIN; CATALYSTS; REAGENTS; KETONES; ORGANOZINC; FUNCTIONALIZATION; DIARYLMETHANOLS;

D O I：

10.1016/j.cattod.2017.08.055

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Six different ligands derived from (S)-proline, (2S,4R)-4-hydroxyproline, (S)-tyrosine and (S)-phenylalanine were synthesized and screened in homogeneous phase for the enantioselective arylation of aldehydes using mixed organozinc reagents. The best ligands were immobilized on the Merrifield resin and evaluated in batch and continuous flow regimes. In batch, up to 89% yield and 90:10 enantiomeric ratio were obtained. In continuous flow regime, we explored the examples that were more challenging in batch, being able to obtain the desired product in 88% yield and 94:6 of enantiomeric ratio in residence time as low as 1.5 min.

引用

页码：86 / 93

页数：8

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