Synthesis of bridged medium-sized rings through the intramolecular Pauson-Khand reaction.
[reaction: see text] A series of aromatic enynes containing steric buttressing elements were prepared and evaluated in the NMO-mediated Pauson-Khand cyclization. O-Allyl systems led to the expected angularly fused products, whereas the O-butenyl and O-pentenyl derivatives afforded the unprecedented bridge systems.
Lovely
C J
CJ
Department of Chemistry & Biochemistry, University of Texas at Arlington, Arlington, TX 76019, USA. lovely@uta.edu
Seshadri
H
H
Wayland
B R
BR
Cordes
A W
AW