Regio- and Stereoselective Synthesis of Highly Functionalized Tetrasubstituted Olefins by Iodine-Mediated Iodofunctionalization of Ferrocene-Containing Allenylphosphonates

An iodine-mediated
iodofunctionalization of ferrocene-containing
allenylphosphonates with various carboxylic acids, alcohols, and phenols
has been established, affording a series of highly functionalized
tetrasubstituted alkenylphosphonate derivatives with high regio- and
stereoselectivities in moderate to good yields. This approach provides
an opportunity to the useful but not readily available tetrasubstituted
olefins. The stereoselectivity of the reaction may be controlled by
the neighboring group participation of the oxygen atom of the phosphate
group.