Alkene-arene meta photocycloadditions with a four-carbon-atom tether: efficient approach toward the polycyclic ring systems of aphidicolin and stemodinone

Boyd, J.W., Greaves, N., Kettle, J., Russell, A.T. and Steed, J.W. (2005) Alkene-arene meta photocycloadditions with a four-carbon-atom tether: efficient approach toward the polycyclic ring systems of aphidicolin and stemodinone. Angewandte Chemie-International Edition, 44 (6). pp. 944-946. ISSN 1433-7851 doi: 10.1002/anie.200461661

Abstract/Summary

At the end of its tether! The fusion of a six-membered ring onto the four-carbon-atom tether of substrate 1 provides an efficient approach toward the polycyclic ring systems of the natural products aphidicolin and stemodinone. The reaction represents a unique example of a preference for product formation from an endo exciplex in an intramolecular system (exo:endo 2:3=1.0:1.2).