1242069-15-3Relevant academic research and scientific papers
Investigation of the origins of regiochemical control in [4+2] cycloadditions of 2-pyrones and alkynylboronates
Kirkham, James D.,Leach, Andrew G.,Row, Eleanor C.,Harrity, Joseph P. A.
experimental part, p. 1964 - 1973 (2012/08/07)
The [4+2] cycloaddition of 2-pyrones with substituted alkynylboronates has been studied. In general, the highest yielding cycloadditions were obtained in reactions that employed a trimethylsilyl-substituted alkynylboronate. The highest regioselectivities were obtained using the corresponding phenyl-substituted alkyne, which provided a single regioisomer irrespective of the 2-pyrone used. Mechanistic studies suggest that the high regioselectivity observed is due to stabilization of a zwitterionic transition state. Georg Thieme Verlag Stuttgart · New York.
An alkynylboronate cycloaddition strategy to functionalised benzyne derivatives
Kirkham, James D.,Delaney, Patrick M.,Ellames, George J.,Row, Eleanor C.,Harrity, Joseph P. A.
supporting information; experimental part, p. 5154 - 5156 (2010/10/19)
A new approach to benzyne precursors has been developed that involves the [4+2] cycloaddition of trimethylsilyl alkynylboronates with 2-pyrones, followed by oxidation and trifluoromethylsulfonylation of the boronate moiety. The Royal Society of Chemistry
