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Literature DB >> 18817392

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

Ximin Li¹, Peng Liu, K N Houk, Vladimir B Birman.

Abstract

Computational studies provide support for the involvement of intermolecular pi-interactions in the chiral recognition of secondary benzylic alcohols by the enantioselective acyl transfer catalyst CF3-PIP.

Entities: Chemical Gene

Mesh：

Substances：

Year: 2008 PMID： 18817392 PMCID： PMC2663394 DOI： 10.1021/ja805275s

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

16 in total

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5. Stacking interactions as the principal design element in acyl-transfer catalysts.

Authors: Yin Wei; Ingmar Held; Hendrik Zipse
Journal: Org Biomol Chem Date: 2006-11-21 Impact factor: 3.876

6. Lewis base catalysis in organic synthesis.

Authors: Scott E Denmark; Gregory L Beutner
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7. Kinetic resolution of propargylic alcohols catalyzed by benzotetramisole.

Authors: Vladimir B Birman; Lei Guo
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8. Benzotetramisole: a remarkably enantioselective acyl transfer catalyst.

Authors: Vladimir B Birman; Ximin Li
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9. The DMAP-catalyzed acetylation of alcohols--a mechanistic study (DMAP = 4-(dimethylamino)pyridine).

Authors: Shangjie Xu; Ingmar Held; Bernhard Kempf; Herbert Mayr; Wolfgang Steglich; Hendrik Zipse
Journal: Chemistry Date: 2005-08-05 Impact factor: 5.236

10. Homobenzotetramisole: an effective catalyst for kinetic resolution of aryl-cycloalkanols.

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16 in total

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

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Journal: Adv Synth Catal Date: 2009 Impact factor: 5.837

3. Folded biomimetic oligomers for enantioselective catalysis.

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4. Aromatic interactions as control elements in stereoselective organic reactions.

Authors: Elizabeth H Krenske; K N Houk
Journal: Acc Chem Res Date: 2012-07-24 Impact factor: 22.384

Review 5. The Cation-π Interaction in Small-Molecule Catalysis.

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6. Parametrization of Non-covalent Interactions for Transition State Interrogation Applied to Asymmetric Catalysis.

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Journal: J Am Chem Soc Date: 2017-05-11 Impact factor: 15.419

7. Enantioselective acylation of silyl ketene acetals through fluoride anion-binding catalysis.

Authors: James A Birrell; Jean-Nicolas Desrosiers; Eric N Jacobsen
Journal: J Am Chem Soc Date: 2011-08-10 Impact factor: 15.419

8. Transition-state charge stabilization through multiple non-covalent interactions in the guanidinium-catalyzed enantioselective Claisen rearrangement.

Authors: Christopher Uyeda; Eric N Jacobsen
Journal: J Am Chem Soc Date: 2011-03-10 Impact factor: 15.419

9. Mechanism of amido-thiourea catalyzed enantioselective imine hydrocyanation: transition state stabilization via multiple non-covalent interactions.

Authors: Stephan J Zuend; Eric N Jacobsen
Journal: J Am Chem Soc Date: 2009-10-28 Impact factor: 15.419

10. Catalytic Kinetic Resolution of Disubstituted Piperidines by Enantioselective Acylation: Synthetic Utility and Mechanistic Insights.

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Journal: J Am Chem Soc Date: 2015-08-26 Impact factor: 15.419