Mild deprotection of PMB ethers using tert-butyl bromide. Nicolas Rival, Arantxa Albornoz Grados, Lucie Schiavo, Françoise Colobert, & Gilles Hanquet Tetrahedron Lett., 56(49):6823–6826, December, 2015. Paper doi abstract bibtex A convenient and high yielding method for the cleavage and scavenging of p-methoxybenzyl protecting group of several alcohols using tert-butyl bromide in refluxing acetonitrile is described. Under these mild conditions other protecting groups such as acid sensitive allyl, benzyl, and Me3CPh2Si ethers, or isopropylidene acetals were unchanged. Interestingly, a selective alkoxy-PMB cleavage was observed in the presence of a PMB phenoxy ether.
@article{nicolas_rival_mild_2015,
title = {Mild deprotection of {PMB} ethers using tert-butyl bromide},
volume = {56},
issn = {0040-4039},
url = {https://www.sciencedirect.com/science/article/pii/S0040403915302641},
doi = {10.1016/j.tetlet.2015.10.067},
abstract = {A convenient and high yielding method for the cleavage and scavenging of p-methoxybenzyl protecting group of several alcohols using tert-butyl bromide in refluxing acetonitrile is described. Under these mild conditions other protecting groups such as acid sensitive allyl, benzyl, and Me3CPh2Si ethers, or isopropylidene acetals were unchanged. Interestingly, a selective alkoxy-PMB cleavage was observed in the presence of a PMB phenoxy ether.},
number = {49},
journal = {Tetrahedron Lett.},
author = {{Nicolas Rival} and {Arantxa Albornoz Grados} and {Lucie Schiavo} and {Françoise Colobert} and {Gilles Hanquet}},
month = dec,
year = {2015},
keywords = {-butyl bromide, 4-Methoxybenzyl ether, PMB ether deprotection, Selective deprotection},
pages = {6823--6826},
}
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