Multipin solid phase synthesis of ethers using modified Mitsunobu chemistry

Autor: Valerio, Robert M., Bray, Andrew M., Patsiouras, Heather
Zdroj: Tetrahedron Letters; January 1996, Vol. 37 Issue: 17 p3019-3022, 4p
Abstrakt: Formation of ether derivatives of phenolic containing structures using solid phase Mitsunob functionalized polyethylene pins was investigated. Using the Multipin approach, a range of reaction parameters were systematically varied in parallel experiments including solvent, temperature, time, reactant concentrations, base, phosphine and alcohol to determine optimum reaction conditions. Solid phase reaction of three phenols with a range of alcohols to form the ethers was found to proceed smoothly using 0.15M PPh 3/DEAD/alcohol in THF at 37°C for 4 days in the presence of 0.45M triethylamine.
Databáze: Supplemental Index