Sensitized photo-oxygenation of a wide variety of acyclic 1,3-dienes was investigated. The 1,4-cycloaddition of singlet oxygen to acyclic conjugated dienes was closely related to the thermal Diels-Alder reaction in stereospecificity, and steric and electronic effects of substituents. Reactivity order of singlet oxygen toward conjugated dienes and isolated C—C double bonds was exhibited as follows:
One-Pot Formation of Allylic Chlorides from Carbonyl Derivatives
作者:Matthew J. Fuchter、Jean-Noël Levy
DOI:10.1021/ol802026u
日期:2008.11.6
An efficient, one-pot method for the conversion of carbonyl electrophiles to allylicchlorides has been developed, by activating magnesium alkoxides in situ using TiCl4.