Triphenylphosphine-Diethyl azodicarboxylate-Methyl iodide

A very mild procedure for converting alcohols to iodides uses triphenylphosphine, diethyl azodicarboxylate (DEAD), and methyl iodide.24 This reaction occurs... [Pg.220]

LACTONIZATION Boron trifluoride etherate. 2-Chloro-l-methyl-pyridinium iodide. 2,2 -Dipyridyl disulfide-Triphenylphosphine. Phosphorus pentoxide-Methanesulfonic acid. Triphenylphosphine-Diethyl azodicarboxylate. [Pg.221]

Iodides can also be prepared from alcohols by a procedure which has been shown to result in clean inversion of stereochemistry in cyclic systems. The reagents used are triphenylphosphine, diethyl azodicarboxylate, and methyl iodide. Again an alkoxyphosphonium ion is the key intermediate. [Pg.101]