Kazem Shiroodi Roohollah, Soltani Mohammad, Gevorgyan Vladimir
Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60608-7061, United States.
J Am Chem Soc. 2014 Jul 16;136(28):9882-5. doi: 10.1021/ja504892c. Epub 2014 Jul 2.
An efficient, regioselective gold-catalyzed 1,3-transposition reaction of ynones and diynones has been developed. It was found that stereoelectronic (interrupted conjugation) and electronic (extended conjugation) factors could efficiently govern the regioselectivity of this thermodynamically controlled transformation. The produced conjugated diynones were efficiently transformed into diverse alkyne-substituted five- and six-membered heterocycles.
已开发出一种高效、区域选择性的金催化的炔酮和二炔酮的1,3-迁移反应。发现立体电子(间断共轭)和电子(扩展共轭)因素可以有效地控制这种热力学控制转化的区域选择性。所生成的共轭二炔酮可有效地转化为多种炔基取代的五元及六元杂环。