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Literature DB >> 17935354

Synthesis of benzyl esters using 2-benzyloxy-1-methylpyridinium triflate.

Jumreang Tummatorn¹, Philip A Albiniak, Gregory B Dudley.

Abstract

Triethylamine (Et3N) mediates esterification reactions between the title reagent (1) and carboxylic acids. Alcohols, phenols, amides, and other sensitive functionality are not affected; a dual role for Et3N as a promoter and a scavenger is postulated. Benzyl esters are obtained from substrates including amino acid and sugar derivatives.

Entities: Chemical

Mesh：

Substances：

Year: 2007 PMID： 17935354 DOI： 10.1021/jo7018625

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

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Cited

6 in total

1. Ester Formation via Symbiotic Activation Utilizing Trichloroacetimidate Electrophiles.

Authors: Nivedita S Mahajani; Rowan I L Meador; Tomas J Smith; Sarah E Canarelli; Arijit A Adhikari; Jigisha P Shah; Christopher M Russo; Daniel R Wallach; Kyle T Howard; Alexandra M Millimaci; John D Chisholm
Journal: J Org Chem Date: 2019-05-30 Impact factor: 4.354

Synthesis of benzyl esters using 2-benzyloxy-1-methylpyridinium triflate.

1. Ester Formation via Symbiotic Activation Utilizing Trichloroacetimidate Electrophiles.

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

3. Development and characterization of novel 8-plex DiLeu isobaric labels for quantitative proteomics and peptidomics.

4. One-step Conversion of Levulinic Acid to Succinic Acid Using I₂/t-BuOK System: The Iodoform Reaction Revisited.

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

6. Aspirination of α-Aminoalcohol (Sarpogrelate M1).

Synthesis of benzyl esters using 2-benzyloxy-1-methylpyridinium triflate.

1. Ester Formation via Symbiotic Activation Utilizing Trichloroacetimidate Electrophiles.

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

3. Development and characterization of novel 8-plex DiLeu isobaric labels for quantitative proteomics and peptidomics.

4. One-step Conversion of Levulinic Acid to Succinic Acid Using I2/t-BuOK System: The Iodoform Reaction Revisited.

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

6. Aspirination of α-Aminoalcohol (Sarpogrelate M1).

4. One-step Conversion of Levulinic Acid to Succinic Acid Using I₂/t-BuOK System: The Iodoform Reaction Revisited.