Asymmetric Conjugate Alkynylation of Cyclic α, β‐Unsaturated Carbonyl Compounds with a Chiral Diene Rhodium Catalyst. (7th December 2015)

• Record Type: Journal Article
• Authors: Dou, Xiaowei; Huang, Yinhua; Hayashi, Tamio
• Is Part Of: Angewandte Chemie. Volume 128:Number 3(2016)
• Page Start: 1145
• Page End: 1149
• Publication Date: 2015-12-07
• Subjects: Alkine -- Asymmetrische Katalyse -- Dienliganden -- Rhodium -- Synthesemethoden; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201509778
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Asymmetric conjugate alkynylation of cyclic α, β‐unsaturated carbonyl compounds (ketones, esters, and amides) was realized by use of diphenyl[(triisopropylsilyl)ethynyl]methanol as an alkynylating reagent in the presence of a rhodium catalyst coordinated with a new chiral diene ligand (Fc‐bod; bod=bicyclo[2.2.2]octa‐2, 5‐diene, Fc=ferrocenyl) to give high yields of the corresponding β‐alkynyl‐substituted carbonyl compounds with 95–98 % ee .