Stereoselective Synthesis of 1,3-Dienes from Propargylic Alcohols by LiAlH<sub>4</sub>/AlCl<sub>3</sub>
作者:Dong-Mei Cui、Kai Zhu、Li Chen、Lang-Jun Qi、Cheng-Zhu Zhang、Chen Zhang
DOI:10.1080/00397911.2012.711881
日期:2013.9.2
Herein we report that LiAlH4/AlCl3 is a very efficient reagent for the reductive dehydration of aryl propargylic alcohols in tetrahydrofuran solvent at reflux to give 1,3-dienes with good yields and high E selection. The reaction conditions are mild and easy to operate, and a variety of aryl functional groups, such as bromo, fluoro, butyl, and methoxyl groups, are tolerated. With our protocol, useful (E,E)-1,3-dienes can be synthesized. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.