Affiliation:
1. Institut für Organische und Biomolekulare Chemie Georg-August-Universität Göttingen Tammannstr 2 37077 Göttingen Germany
2. Instituto de Síntesis Orgánica (ISO) and Dpto. de Química Orgánica Universidad de Alicante Apdo. 99 03080 Alicante Spain
Abstract
AbstractThe regioselective functionalization of heptacyclo[6.6.0.02,6.03,13.04,11.05,9.010,14]tetradecane (HCTD) under photocatalytic conditions is described. The protocols developed share an initial photo‐triggered hydrogen atom abstraction that regioselectively generates the necessary HCTD‐radical preferentially at position 1‐, they employ no excess of the precious cage carbocycle, and enable the straightforward access to a broad variety of 1‐(alkyl, aryl, or sulfinyl) HCTDs in moderate but still synthetically useful yields. The scope and limitations of each transformation are also discussed.