Hydroboration of Olefins with Catecholborane at Room Temperature in the Presence of N,N-Dimethylacetamide

摘要

We have discovered that 10-20 mol % of a tertiary amide (N,N-dimethylacetamide) efficiently promotes the hydroboration of olefins with catecholborane at room temperature. This work thus reveals unexpected reactivity for catecholborane in the presence of a common organic functional group. We have also established that catecholborane and a trialkylborane react at room temperature, in the absence of an additive, to generate a B-alkylcatecholborane. Further studies are underway.