Radical carbonylations with fluorous allyltin reagents

"Propylene-spaced" fluorous allyltin reagents 2a and 2b were tested as medi ators of radical carbonylations and found to be useful for four-component c oupling reactions comprising RX 3, CO, alkenes, and 2 leading to beta-funct ionalized beta-allylated ketones 5. The biphasic workup (acetonitrile/FC-72 ) was successfully carried out to separate 5 from tin compounds. Competitio n experiments suggested a modest reactivity of 2a for the chain propagation involving S(H)2' step in comparison with conventional allyltributyltin. (C ) 1999 Elsevier Science Ltd. All rights reserved.