Literature DB >> 16674068

Mix-and-heat benzylation of alcohols using a bench-stable pyridinium salt.

Kevin W C Poon1, Gregory B Dudley.   

Abstract

2-Benzyloxy-1-methylpyridinium triflate (1) is a stable, neutral organic salt that converts alcohols into benzyl ethers upon warming. The synthesis and reactivity of 1 are described herein. Benzylation of a wide range of alcohols occurs in good to excellent yield.

Entities:  

Year:  2006        PMID： 16674068     DOI： 10.1021/jo0602773

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  13 in total

1.  Asymmetric Syntheses of L,L- and L,D-di-myo-inositol-1,1'-phosphate and their behavior as stabilizers of enzyme activity at extreme temperatures.

Authors:  Christina M Longo; Yang Wei; Mary F Roberts; Scott J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 2.  Transition metal-catalyzed decarboxylative allylation and benzylation reactions.

Authors:  Jimmie D Weaver; Antonio Recio; Alexander J Grenning; Jon A Tunge
Journal:  Chem Rev       Date:  2011-01-14       Impact factor: 60.622

3.  Aliphatic C-H to C-C conversion: synthesis of (-)-cameroonan-7α-ol.

Authors:  Douglass F Taber; Christopher G Nelson
Journal:  J Org Chem       Date:  2011-02-23       Impact factor: 4.354

4.  Formation of DPM ethers using O-diphenylmethyl trichloroacetimidate under thermal conditions.

Authors:  Kyle T Howard; Brian C Duffy; Matthew R Linaburg; John D Chisholm
Journal:  Org Biomol Chem       Date:  2016-02-07       Impact factor: 3.876

5.  An enantioselective total synthesis of (+)-peloruside A.

Authors:  Meredeth A McGowan; Christian P Stevenson; Matthew A Schiffler; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-16       Impact factor: 15.336

6.  Regioselective Benzylation of 2-Deoxy-2-Aminosugars Using Crown Ethers: Application to a Shortened Synthesis of Hyaluronic Acid Oligomers.

Authors:  Chinmoy Mukherjee; Lin Liu; Nicola L B Pohl
Journal:  Adv Synth Catal       Date:  2014-07-07       Impact factor: 5.837

7.  DIBAL-mediated reductive transformation of trans-dimethyl tartrate acetonide into ε-hydroxy α,β-unsaturated ester and its derivatives.

Authors:  Takashi Tomioka; Yuki Yabe; Tohru Takahashi; Tracy K Simmons
Journal:  J Org Chem       Date:  2011-04-29       Impact factor: 4.354

8.  Catalyst-Dependent Syntheses of Phosphatidylinositol-5 Phosphate-DiC8 and its Enantiomer.

Authors:  Katherine J Kayser-Bricker; Peter A Jordan; Scott J Miller
Journal:  Tetrahedron       Date:  2008-07-14       Impact factor: 2.457

9.  Glycosyl nitrates in synthesis: streamlined access to glucopyranose building blocks differentiated at C-2.

Authors:  Tinghua Wang; Swati S Nigudkar; Jagodige P Yasomanee; Nigam P Rath; Keith J Stine; Alexei V Demchenko
Journal:  Org Biomol Chem       Date:  2018-05-15       Impact factor: 3.876

10.  Convenient method for preparing benzyl ethers and esters using 2-benzyloxypyridine.

Authors:  Susana S Lopez; Gregory B Dudley
Journal:  Beilstein J Org Chem       Date:  2008-11-26       Impact factor: 2.883
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