Chemoselective phosphine-catalyzed cyanoacylation of α-dicarbonyl compounds: a general method for the synthesis of cyanohydrin esters with one quaternary stereocenter. (14th November 2018)

• Record Type: Journal Article
• Authors: Zhang, Honghui; Liu, Rongfang; Liu, Jialin; Fan, Binbin; Li, Ruifeng; Qiao, Yan; Zhou, Rong
• Is Part Of: New journal of chemistry. Volume 42:Number 24(2018)
• Page Start: 19720
• Page End: 19728
• Publication Date: 2018-11-14
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c8nj04867c
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : A chemoselective phosphine-catalyzed cyanoacylation of α-dicarbonyl compounds with acyl cyanides is reported. Abstract : A chemoselective phosphine-catalyzed cyanoacylation of α-dicarbonyl compounds is reported. Under the catalysis of P(NMe2 )3, the cyanoacylation of α-dicarbonyl compounds such as isatins, α-keto esters, and α-diketones with acyl cyanides exclusively proceeds under very mild conditions, affording a wide range of cyanohydrin esters bearing one quaternary stereocenter in moderate to excellent yields. It represents the first phosphine-catalyzed cyanoacylation of α-dicarbonyl compounds and also provides a general method to prepare fully substituted cyanohydrin esters.