Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China.
J Am Chem Soc. 2012 Apr 18;134(15):6532-5. doi: 10.1021/ja3007148. Epub 2012 Apr 9.
The hybrid Au(I)/Brønsted acid binary catalyst system enables enynes to serve as latent 1,3-silyloxydienes capable of participating in the first cascade hydrosiloxylation of an enynyl silanol/asymmetric Diels-Alder reaction. A variety of polycyclic compounds bearing multistereogenic centers were obtained in high yields and excellent enantioselectivities from the relay catalytic cascade reaction between (2-(but-3-en-1-ynyl)phenyl) silanols and quinones catalyzed by the combined achiral gold complex and chiral N-triflyl phosphoramide.
金（I）/布朗斯特酸双催化体系使烯炔作为潜在的 1,3-硅氧基二烯，能够参与烯炔基硅醇的第一级串联硅氢化反应/不对称 Diels-Alder 反应。通过（2-（丁-3-烯-1-炔基）苯基）硅醇与奎宁在非手性金配合物和手性 N-三氟甲磺酸酰胺的联合催化下的接力催化串联反应，可以高收率和优异的对映选择性得到多种多环化合物，这些化合物含有多个立体中心。
