Universität Heidelberg, Institut für Organische Chemie, INF 270, D-69120 Heidelberg, Germany.
Org Lett. 2013 Jan 4;15(1):228-31. doi: 10.1021/ol3033303. Epub 2012 Dec 21.
A novel domino process for 1,3-anti diol synthesis by the union of a methyl ketone with an aldehyde is described. The operationally simple procedure is based on an Ipc-boron-aldol coupling and subsequent Ipc-mediated reduction of the intermediate β-hydroxy-ketone. The sequence proceeds with excellent anti-selectivities and enables the rapid construction of complex polyketide fragments.
描述了一种新颖的 1,3-反二醇合成的级联反应,通过甲基酮与醛的结合实现。该操作简单的方法基于 Ipc-硼-醇醛缩合以及随后的 Ipc 介导的中间β-羟基酮的还原。该序列具有极好的反选择性,并能够快速构建复杂的聚酮片段。