The double [3 + 2] photocycloaddition reaction.
A remarkable double [3 + 2] photocycloaddition reaction that results in the formation of fenestrane 2 from aromatic acetal 1 is reported. During the formation of 2, four carbon-carbon bonds, five new rings, and seven new stereocenters are created in a one-pot process. The reaction occurs in a sequential manner from the linear meta photocycloadduct 3, while the angular meta photocycloadduct 4 undergoes an alternative fragmentation-translocation photoreaction to afford angular tricycle 6.
Penkett
Clive S
CS
Department of Chemistry and Biochemistry, University of Sussex, Brighton BN1 9QJ, UK. c.s.penkett@sussex.ac.uk
Woolford
Jason A
JA
Day
Iain J
IJ
Coles
Martyn P
MP