Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.
Org Lett. 2011 Sep 2;13(17):4684-7. doi: 10.1021/ol201900d. Epub 2011 Aug 5.
The copper-catalyzed β-boration of α,β-unsaturated carbonyl compounds with tetrahydroxydiborane has been developed. This diboron reagent allows direct, efficient access to boronic acids and their derivatives. Primary, secondary, and tertiary α,β-unsaturated amides are converted to the corresponding β-trifluoroboratoamides in good to excellent yields. The β-boration of a variety of α,β-unsaturated esters and ketones is also reported.
发展了铜催化的四氢二硼对α,β-不饱和羰基化合物的β-硼化反应。这种二硼试剂可以直接、高效地得到硼酸及其衍生物。伯、仲和叔α,β-不饱和酰胺以良好到优秀的收率转化为相应的β-三氟硼酸盐酰胺。还报道了各种α,β-不饱和酯和酮的β-硼化反应。