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Literature DB >> 16562889

Benzotetramisole: a remarkably enantioselective acyl transfer catalyst.

Abstract

[reaction: see text] A commercially available pharmaceutical, tetramisole, was found to be a competent enantioselective acylation catalyst. Its benzannellated analogue, benzotetramisole (BTM), produced outstanding enantioselectivities in kinetic resolution of secondary benzylic alcohols.

Entities: Chemical

Mesh：

Substances：

Year: 2006 PMID： 16562889 DOI： 10.1021/ol060065s

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

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Cited

45 in total

1. Kinetic resolution of secondary alcohols using amidine-based catalysts.

Authors: Ximin Li; Hui Jiang; Eric W Uffman; Lei Guo; Yuhua Zhang; Xing Yang; Vladimir B Birman
Journal: J Org Chem Date: 2012-02-09 Impact factor: 4.354

Review 2. Recent advances in site-selective functionalization of carbohydrates mediated by organocatalysts.

Authors: Stephanie A Blaszczyk; Timothy C Homan; Weiping Tang
Journal: Carbohydr Res Date: 2018-11-23 Impact factor: 2.104

3. Homobenzotetramisole-Catalyzed Kinetic Resolution of alpha-Aryl-, alpha-Aryloxy-, and alpha-Arylthioalkanoic Acids.

Authors: Xing Yang; Vladimir B Birman
Journal: Adv Synth Catal Date: 2009 Impact factor: 5.837

4. Effects of Methyl Substituents on the Activity and Enantioselectivity of Homobenzotetramisole-Based Catalysts in the Kinetic Resolution of Alcohols.

Authors: Yuhua Zhang; Vladimir B Birman
Journal: Adv Synth Catal Date: 2009-10-01 Impact factor: 5.837

Review 5. The ever-expanding role of asymmetric covalent organocatalysis in scalable, natural product synthesis.

Authors: Mikail E Abbasov; Daniel Romo
Journal: Nat Prod Rep Date: 2014-10 Impact factor: 13.423

6. Total Synthesis of (+)-Granatumine A and Related Bislactone Limonoid Alkaloids via a Pyran to Pyridine Interconversion.

Authors: Alexander W Schuppe; Yizhou Zhao; Yannan Liu; Timothy R Newhouse
Journal: J Am Chem Soc Date: 2019-06-03 Impact factor: 15.419

Benzotetramisole: a remarkably enantioselective acyl transfer catalyst.

1. Kinetic resolution of secondary alcohols using amidine-based catalysts.

Review 2. Recent advances in site-selective functionalization of carbohydrates mediated by organocatalysts.

3. Homobenzotetramisole-Catalyzed Kinetic Resolution of alpha-Aryl-, alpha-Aryloxy-, and alpha-Arylthioalkanoic Acids.

4. Effects of Methyl Substituents on the Activity and Enantioselectivity of Homobenzotetramisole-Based Catalysts in the Kinetic Resolution of Alcohols.

Review 5. The ever-expanding role of asymmetric covalent organocatalysis in scalable, natural product synthesis.

6. Total Synthesis of (+)-Granatumine A and Related Bislactone Limonoid Alkaloids via a Pyran to Pyridine Interconversion.

7. Stereodivergent Allylic Substitutions with Aryl Acetic Acid Esters by Synergistic Iridium and Lewis Base Catalysis.

Review 8. The Cation-π Interaction in Small-Molecule Catalysis.

9. Origin of enantioselectivity in CF3-PIP-catalyzed kinetic resolution of secondary benzylic alcohols.

10. Acyl transfer catalysis with 1,2,4-triazole anion.