Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.
Institute of Materials Research and Engineering, A*STAR, 2 Fusionopolis Way, Singapore, 138634, Singapore.
Angew Chem Int Ed Engl. 2016 Jan 18;55(3):1133-7. doi: 10.1002/anie.201509778. Epub 2015 Dec 4.
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.
通过使用二苯基[(三异丙基硅基)乙炔基]甲醇作为炔烃试剂，并在铑催化剂与新型手性二烯配体（Fc-bod；bod=bicyclo[2.2.2]octa-2,5-diene，Fc=ferrocenyl）配位的条件下，实现了环状α,β-不饱和羰基化合物（酮、酯和酰胺）的不对称共轭炔烃化反应，以高收率得到相应的β-取代炔基羰基化合物，对映选择性为 95-98%ee。
