129454-82-6Relevant articles and documents
Stille reactions catalytic in tin: A "Sn-F" route for intermolecular and intramolecular couplings
Gallagher, William P.,Maleczka Jr., Robert E.
, p. 841 - 846 (2007/10/03)
(Chemical Equation Presented) Polymethylhydrosiloxane (PMHS) made hypercoordinate by KF(aq) allows Me3SnH to be recycled during a Pd(0)-catalyzed hydrostannation/Stille cascade. Starting with a variety of alkynes, in situ vinyltin formation is followed by Stille reaction with aryl, styryl, benzyl, or vinyl electrophiles present in the reaction mixture. Both inter- and intramolecular versions of the process are possible with tin loads of approximately 6 mol %. Regeneration of the organotin hydride is believed to proceed through a Me3SnF intermediate. Given the aggregated nature of organotin fluorides and the ability to use these organotins in substoichiometric quantities, the hazards and purification problems associated with the removal of organotin wastes from reaction mixtures are minimized.
INTRAMOLECULAR REACTIONS OF ALLYLOXY RADICALS
Johns, Amanda,Murphy, John A.,Sherburn, Michael S.
, p. 7835 - 7858 (2007/10/02)
Allyloxy radicals formed by epoxide cleavage, have cyclised onto appropriately positioned alkenes to form tetrahydrofurans, and the diastereoselectivity of the cyclisation has been studied.The reaction was used to synthesise lilac alcohols which were then used to confirm the stereochemistry of such cyclisations.