Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, USA.
Org Lett. 2011 Oct 7;13(19):5228-31. doi: 10.1021/ol2021115. Epub 2011 Sep 6.
Silanediols are introduced as a new class of hydrogen bond donor catalysts for the activation of nitroalkenes toward nucleophilic attack. Excellent yields of product are obtained for the conjugate addition of indole to β-nitrostyrene catalyzed with a stable, storable dinaphthyl-derived silanediol. The preparation and structural characterization of a C(2)-symmetric chiral silanediol is also reported along with its ability to catalyze the conjugate addition reaction.
硅二醇被引入作为氢键供体催化剂的一类新的，用于激活硝基烯烃的亲核进攻。吲哚与β-硝基苯乙烯的共轭加成反应，在稳定、可储存的二萘基衍生的硅二醇催化下得到了极好的产物收率。还报道了一种 C(2)对称手性硅二醇的制备和结构表征及其催化共轭加成反应的能力。
