On the Mechanism of the Reaction of alpha-Substituted Ketones with Allyltributylstannane.
@article{Li1996OnTM,
title={On the Mechanism of the Reaction of alpha-Substituted Ketones with Allyltributylstannane.},
author={X. Li and Jian J. Chen and D. D. Tanner},
journal={The Journal of organic chemistry},
year={1996},
volume={61 13},
pages={
4314-4318
}
}The mechanisms for the reaction of allyltributylstannane with a number of fragmentation probes, alpha-substituted acetophenones, were studied. All reactions were shown to proceed through free radical chain sequences since they could be initiated by AIBN and inhibited by m-dinitrobenzene (DNB). alpha-Halo- and alpha-(benzoyloxy)acetophenones (I and II, PhCOCR(1)R(2)X; X = F, Cl, Br, OCOPh; R(1), R(2) = H, Me) yielded the allylation products, PhCOCR(1)R(2)CH(2)CH=CH(2)), through a chain sequence… CONTINUE READING
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