Department of Chemistry, University of Massachusetts Boston, Boston, Massachusetts 02125, USA.
Chirality. 2011 Sep;23(8):612-6. doi: 10.1002/chir.20982. Epub 2011 Jul 11.
The first direct asymmetric synthetic preparation of trifluoro-1-(indol-3-yl)ethanols (TFIEs) is described by an enantioselective organocatalytic method from indoles and inexpensive trifluoroacetaldehyde methyl hemiacetal. The reaction is catalyzed by hydroquinine to produce TFIEs in an almost quantitative yield and with enantioselectivities up to 75% at room temperature. The enantioselectivity is strongly dependent on the concentration of substrates and catalyst due to the competitive noncatalyzed reaction.
首次通过对映选择性有机催化方法，从吲哚和廉价的三氟乙醛甲基半缩醛出发，描述了三氟-1-(吲哚-3-基)乙醇(TFIEs)的不对称直接合成制备。该反应由氢醌催化，在室温下几乎定量产率和高达 75%的对映选择性得到 TFIEs。对映选择性强烈依赖于底物和催化剂的浓度，这是由于非催化竞争反应所致。
