- 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.
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.
Organic letters (2005-01-28)
Giuseppe Bartoli, Marcella Bosco, Manuela Locatelli, Enrico Marcantoni, Paolo Melchiorre, Letizia Sambri
PMID15673256
ABSTRACT
[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.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
Magnesium perchlorate, puriss., free-flowing powder, ≥99.0% (calc. based on dry substance, KT)
Sigma-Aldrich
Magnesium perchlorate, puriss. p.a., drying agent, ACS reagent, ≥98.0% (calc. based on dry substance, KT)