936856-64-3Relevant academic research and scientific papers
Steric buttressing in the Pauson-Khand reactions of aryl enynes
Madu, Christian E.,Seshadri, Hemalatha,Lovely, Carl J.
, p. 5019 - 5029 (2008/02/01)
A variety of aryl enynes have been constructed from o-iodophenol derivatives containing ortho-tert-butyl groups via O-alkylation and a Sonogashira cross-coupling reaction. These substrates undergo efficient thermal and oxidative intramolecular Pauson-Khand reactions leading to the formation of sterically congested cyclopentenones, as well as the formation of medium-sized rings, although in the latter case with unusual regioselectivity. Incorporation of a TMS moiety on the alkyne group in a higher homolog led to cyclization via the normal mode, albeit in relatively low yield.
Synthesis of bridged medium-sized rings through the intramolecular Pauson-Khand reaction
Lovely, Carl J.,Seshadri, Hemalatha,Wayland, Brian R.,Cordes, A. Wallace
, p. 2607 - 2610 (2007/10/03)
(Equation presented) 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.
