Literature DB >> 15673256

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.

Giuseppe Bartoli1, Marcella Bosco, Manuela Locatelli, Enrico Marcantoni, Paolo Melchiorre, Letizia Sambri.   

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.

Entities:  

Year:  2005        PMID: 15673256     DOI: 10.1021/ol047704o

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Enhancing polo-like kinase 1 selectivity of polo-box domain-binding peptides.

Authors:  Xue Zhi Zhao; David Hymel; Terrence R Burke
Journal:  Bioorg Med Chem       Date:  2017-02-28       Impact factor: 3.641

2.  Diversity-oriented synthesis of polymer membranes with ion solvation cages.

Authors:  Miranda J Baran; Mark E Carrington; Swagat Sahu; Artem Baskin; Junhua Song; Michael A Baird; Kee Sung Han; Karl T Mueller; Simon J Teat; Stephen M Meckler; Chengyin Fu; David Prendergast; Brett A Helms
Journal:  Nature       Date:  2021-04-07       Impact factor: 49.962

3.  Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and Potassium tert-butoxide.

Authors:  Eswararao Doni; Shengze Zhou; John A Murphy
Journal:  Molecules       Date:  2015-01-22       Impact factor: 4.411

4.  Few layer 2D pnictogens catalyze the alkylation of soft nucleophiles with esters.

Authors:  Vicent Lloret; Miguel Ángel Rivero-Crespo; José Alejandro Vidal-Moya; Stefan Wild; Antonio Doménech-Carbó; Bettina S J Heller; Sunghwan Shin; Hans-Peter Steinrück; Florian Maier; Frank Hauke; Maria Varela; Andreas Hirsch; Antonio Leyva-Pérez; Gonzalo Abellán
Journal:  Nat Commun       Date:  2019-01-31       Impact factor: 14.919

  4 in total

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