[41602-03-3] · C8H12CuLi · Lithium (3,3-Dimethyl-1-butynyl)vinylcuprate · (MW 178.69)
(mixed cuprate vinyl transfer agent)
Alternate Name: lithium (t-butylethynyl)vinylcuprate.
Preparative Methods: prepared in situ by addition of Vinyllithium to 3,3-Dimethyl-1-butynylcopper(I) in ether at -40 °C.1
Handling, Storage, and Precautions: air- and moisture-sensitive. Use in a fume hood.
Lithium (3,3-dimethyl-1-butynyl)vinylcuprate (1) is thermally more stable than Lithium Divinylcuprate and has been shown to transfer the vinyl group preferentially in 1,4-addition to enones (eq 1). Reaction of (1) with isophorone (2) is sluggish but will proceed, even though partial decomposition of the cuprate was reported.1
Matthew E. Voss
The Du Pont Merck Pharmaceutical Company, Wilmington, DE, USA