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Short communication: An alternative and effective catalyst in the stereo‐specific reaction of Z‐1‐aryl‐1‐stannyl‐2‐silylethenes with allyl bromide |
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| Authors: | Taichi Nakano Kenji Kawai Takanori Endoh Shintaro Osada Takashi Miyamoto |
| Abstract: | 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. Copyright © 2005 John Wiley & Sons, Ltd. |
| Keywords: | Z‐1‐aryl‐2‐silyl‐1‐stannylethenes allyl bromide cross‐coupling Pd(dba)2– CuI E‐2‐aryl‐1‐silylpenta‐1,4‐dienes |