Department of Chemistry, University of Saskatchewan, 110 Science Place, Saskatoon, SK S7N 5C9, Canada.
Org Lett. 2013 May 3;15(9):2214-7. doi: 10.1021/ol400769t. Epub 2013 Apr 23.
An electron-deficient, valine-derived triazolium salt is shown to catalyze a highly chemo- and enantioselective cross-benzoin reaction between aliphatic aldehydes and α-ketoesters. This methodology represents the first high yielding and highly enantioselective intermolecular cross-benzoin reaction using an organocatalyst (up to 94% ee). Further diastereoselective reduction of the products gives access to densely oxygenated compounds with high chemo- and diastereoselectivity.
一种缺电子的、缬氨酸衍生的三唑翁盐被证明可以催化脂肪醛和α-酮酯之间的高化学选择性和对映选择性交叉苯偶姻反应。该方法代表了使用有机催化剂的首例高产率和高对映选择性的分子间交叉苯偶姻反应（高达 94%ee）。进一步对产物进行非对映选择性还原，可以高化学选择性和非对映选择性获得高含氧密度的化合物。
