Eidgenössische Technische Hochschule Zürich, HCI H335, 8093 Zürich, Switzerland.
J Am Chem Soc. 2013 Jan 23;135(3):994-7. doi: 10.1021/ja311422z. Epub 2013 Jan 9.
The first example of Ir-catalyzed asymmetric substitution reaction with vinyl trifluoroborates is described. The direct reaction between branched, racemic allylic alcohols and potassium alkenyltrifluoroborates proceeded with high site selectivity and excellent enantioselectivity (up to 99%) mediated by an Ir-(P,olefin) complex. This method allows rapid access to various 1,4-dienes or trienes including the biologically active natural products (-)-nyasol and (-)-hinokiresinol.
首例铱催化的带有三氟甲硼酸盐取代的不对称取代反应被描述。支链的、外消旋的烯丙醇和烯基三氟甲硼酸钾之间的直接反应在 Ir-(P,olefin)配合物的高位置选择性和极好的对映选择性(高达 99%)的催化下进行。该方法可快速得到各种 1,4-二烯或三烯,包括具有生物活性的天然产物(-)-nyasol 和 (-)-hinokiresinol。