(ALLYLTHIO)ACETATE DIANION AS A NEW AND CONVENIENT REAGENT FOR THE STEREOSELECTIVE SYNTHESIS OF (2<i>E</i>,4<i>E</i>)DIENOATES FROM ALKYL HALIDES
作者:Kazuhiko Tanaka、Makoto Terauchi、Aritsune Kaji
DOI:10.1246/cl.1981.315
日期:1981.3.5
Treatment of (allylthio)acetate with lithium diisopropylamide followed by the addition of s-butyllithium produced a new dianion which could react with a variety of alkyl halides exclusively at the allylic position. The high regioselectivity of the allylic alkylation could be realized in the case of methyl (allylthio)acetate dianion. A convenient and general method for the stereoselective synthesis
用二异丙基氨基锂处理(烯丙硫基)乙酸盐,然后加入仲丁基锂,产生了一种新的二价阴离子,它可以仅在烯丙基位置与各种卤代烷反应。在(烯丙硫基)乙酸甲酯双阴离子的情况下,可以实现烯丙基烷基化的高区域选择性。已经开发了一种从烷基卤化物立体选择性合成 (2E,4E) 二烯酸酯的方便和通用的方法。