✦ LIBER ✦
Short communication: An alternative and effective catalyst in the stereo-specific reaction of Z-1-aryl-1-stannyl-2-silylethenes with allyl bromide
✍ Scribed by Taichi Nakano; Kenji Kawai; Takanori Endoh; Shintaro Osada; Takashi Miyamoto
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 104 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0268-2605
- DOI
- 10.1002/aoc.957
No coin nor oath required. For personal study only.
✦ Synopsis
The Pd(dba) 2 -catalyzed reaction of Z-1-aryl-1-(tributylstannyl)-2-(trimethylsilyl)ethenes with allyl bromide in the presence of copper(I) iodide is reported for the first time. The reaction in the presence of 0.5 mol% Pd(dba) 2 and 8 mol% CuI in dimethylformamide takes place at room temperature to give E-2-aryl-1-(trimethylsilyl)penta-1,4-dienes exclusively in isolated yields of 62-99%. A putative reaction mechanism is proposed.