Chang H M, Cheng C H
Department of Chemistry, Tsing Hua University, Hsinchu, Taiwan 30043.
Org Lett. 2000 Nov 2;2(22):3439-42. doi: 10.1021/ol0064563.
[reaction: see text] Highly regio- and stereoselective allylation of aldehydes by allenes proceeds smoothly in aqueous/organic media in the presence of PdCl(2)(PPh(3))(2), HCl, and SnCl(2). The reaction likely occurs via hydrostannylation of allenes and allylation of aldehydes by the in situ generated allyltrichlorotins to afford the final products.
[反应:见正文] 在二氯双(三苯基膦)钯(PdCl₂(PPh₃)₂)、盐酸(HCl)和氯化亚锡(SnCl₂)存在下,丙二烯对醛的高度区域和立体选择性烯丙基化反应在水/有机介质中顺利进行。该反应可能通过丙二烯的氢锡化反应以及原位生成的烯丙基三氯化锡对醛的烯丙基化反应来得到最终产物。