Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States.
Dow Agrosciences LLC , 9330 Zionsville Road, Indianapolis, Indiana 46268, United States.
J Am Chem Soc. 2017 Feb 15;139(6):2132-2135. doi: 10.1021/jacs.6b09203. Epub 2017 Feb 3.
We report a highly regio-, diastereo- and enantioselective vicinal dihalogenation of allyl amides. E- and Z-alkenes with both aryl and alkyl substituents were compatible with this chemistry. This is the result of exquisite catalyst controlled regioselectivity enabling use of electronically unbiased substrates. The reaction employs commercially available catalysts and halenium sources along with cheap inorganic halide salts to affect this transformation. A preliminary effort to extend this chemistry to heterodihalogenation is also presented.
我们报告了一种高区域、立体和对映选择性的烯丙酰胺邻二卤化反应。具有芳基和烷基取代基的 E-和 Z-烯烃都与这种化学兼容。这是由于精密的催化剂控制的区域选择性,使得可以使用电子非偏见的底物。该反应采用市售的催化剂和卤源以及廉价的无机卤化物盐来实现这种转化。还提出了初步努力将这种化学扩展到杂二卤化反应。