1-Ethylpiperidine hypophosphite

General description

1-Ethylpiperidine hypophosphite promotes the carbon-carbon bond forming radical reactions in both aqueous and organic media. EPHP plays an important role of a good chain carrier during the radical addition of gem-dihalocompounds to electron-deficient olefins. It has been reported as a suitable radical reducing agent for organic halides.

Application

1-Ethylpiperidine hypophosphite (EPHP) may be used in the following studies:

• As water-soluble chain carrier for the efficient radical cyclization in water for various hydrophobic substrates.
• In the main radical-cyclisation step for the synthesis of the phytotoxic metabolite alboatrin and its epimer.
• Preparation of bifunctional pentafluorophenyl/2,4,6-trichlorophenyl sulfonates.
• Chemoselective radical reduction of the iodine atom in 1-deoxy-1-halo-1-iodo-alditols.

Reagent for:
Synthesis of spiroketals via intramolecular iodoetherification
A facile radical cyclization diverted to a rearrangement-cyclization with base
Radical deoxygenation
Synthesis of allylic H-phosphinates