Unusual and unexpected reactivity of t-butyl dicarbonate (Boc2O) with alcohols in the presence of magnesium perchlorate. A new and general route to t-butyl ethers.
[reaction: see text] A new mild method for protecting alcohols as t-butyl ethers is reported. The reaction proceeds with Mg(ClO4)2 and Boc2O and shows general applicability. The deprotection of t-butyl ethers has also been revisited. Preliminary results indicate the CeCl3 x 7H2O/NaI system is a very suitable catalyst for their removal.
Bartoli
Giuseppe
G
Dipartimento di Chimica Organica "A. Mangini", v.le Risorgimento 4, I-40136 Bologna, Italy. giuseppe.bartoli@unibo.it
Bosco
Marcella
M
Locatelli
Manuela
M
Marcantoni
Enrico
E
Melchiorre
Paolo
P
Sambri
Letizia
L