Harmata M
Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri 65211, USA.
Acc Chem Res. 2001 Jul;34(7):595-605. doi: 10.1021/ar000064e.
In this Account, a summary of our work in the exploration and development of intramolecular 4 + 3 cycloaddition reactions between dienes and allylic cations is presented. Alkoxyallylic sulfones are useful precursors for the generation of allylic cations which are good dienophiles. Such substrates allowed a number of important pieces of data concerning the cycloaddition to be obtained. The evolution of the work has involved pursuing other methods for allylic cation generation, an investigation of stereochemical variables and applications, including the total syntheses of aphanamol I, widdrol, and (+)-dactylol.
在本综述中,我们介绍了在探索和开发二烯与烯丙基阳离子之间的分子内4 + 3环加成反应方面的工作概况。烷氧基烯丙基砜是生成烯丙基阳离子的有用前体,而烯丙基阳离子是良好的亲双烯体。这类底物使得能够获得许多有关环加成反应的重要数据。工作的进展包括探索其他生成烯丙基阳离子的方法、研究立体化学变量及其应用,包括阿法那莫醇I、维德醇和(+)-指状醇的全合成。