我们在此介绍了一种多功能且广泛适用的活化双键的铁催化的区域选择性烷氧基烯丙基化反应。取代的烯丙基碳酸酯通过与Bu 4 N [Fe(CO)3(NO)](TBAFe)在30°C下反应转化为相应的σ-烯基Fe络合物。释放的醇盐会生成C-亲核试剂,从而形成一个活化的双键,该C-亲核试剂会以区域选择性的方式被σ-烯基Fe络合物捕获。或者,该醇盐在使经历迈克尔加成的外部前亲核试剂去质子化中用作碱。该方法的特点是宽泛的官能团耐受性,温和的反应条件,较低的催化剂载量和较高的区域选择性,有利于ipso取代产物。
The synthesis and rearrangement of the cyclobutyl methanol 4 is described. The synthesis has been achieved by addition of the Grignard reagent 16 to the bicyclic ketone 22. Experimental procedures for the preparation of both compounds are given. Upon treatment with trifluoroacetic acid and subsequent reduction, 4 yields the norbornanes 24 and 25 and (±)-cerapicol (8). Some consequences concerning the
Cambi, L., Atti della Reale Accademia dei Lincei. Serie 5: Rendiconti Classe di scienze fisiche, matematiche e naturali., 1964, vol. 23 I, p. 244 - 252
Reactions of Diborane with Alkali Metal Hydrides and Their Addition Compounds. New Syntheses of Borohydrides. Sodium and Potassium Borohydrides<sup>1</sup>
作者:H. I. Schlesinger、Herbert C. Brown、Henry R. Hoekstra、Louis R. Rapp
DOI:10.1021/ja01097a053
日期:1953.1
Petterson, L. L.; Steinberg, H., in: H. Steinberg, Organoboron Chemistry, Vol. I, Interscience Publishers, John Wiley and Sons Inc., New York - London - Sydney 1964, p. 610/24