Department of Applied Chemistry, Faculty of Advanced Science and Engineering, Waseda University, 3-4-1 Ohkubo, Tokyo 169-8555, Japan.
Org Lett. 2012 Oct 19;14(20):5298-301. doi: 10.1021/ol3024677. Epub 2012 Oct 4.
The Kobayashi aldol reaction is one of the most powerful methods to synthesize the polyketide skeleton and has been applied to the total synthesis of natural products. This methodology has been used to construct anti-aldol products, and only a few precedents on the syn-selective Kobayashi aldol reaction are known. A syn-selective Kobayashi aldol reaction by using the E,E-vinylketene silyl N,O-acetal and an excess amount of Lewis acid is presented.
小林醇醛反应是合成聚酮骨架最有效的方法之一,已被应用于天然产物的全合成。该方法学已被用于构建反醇醛产物,而关于 syn-选择性小林醇醛反应的例子很少。本文报道了一种通过使用 E,E-乙烯基烯酮硅基 N,O-缩醛和过量路易斯酸进行 syn-选择性小林醇醛反应的方法。