Literature DB >> 16048313

Kinetic resolution of alcohols using a 1,2-dihydroimidazo[1,2-a]quinoline enantioselective acylation catalyst.

Vladimir B Birman1, Hui Jiang.   

Abstract

A new enantioselective acylation catalyst (Cl-PIQ), designed to provide enhanced pi-stacking with benzylic and cinnamyl alcohol substrates, was found to give considerably increased reaction rates and selectivities compared with the first-generation catalyst CF(3)-PIP. [reaction: see text]

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Year:  2005        PMID： 16048313     DOI： 10.1021/ol051063v

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


  12 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

2.  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

3.  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 4.  The Cation-π Interaction in Small-Molecule Catalysis.

Authors:  C Rose Kennedy; Song Lin; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-22       Impact factor: 15.336

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

Authors:  Manuel Orlandi; Jaime A S Coelho; Margaret J Hilton; F Dean Toste; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2017-05-11       Impact factor: 15.419

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

Authors:  Ximin Li; Peng Liu; K N Houk; Vladimir B Birman
Journal:  J Am Chem Soc       Date:  2008-09-26       Impact factor: 15.419

7.  Benzotetramisole-catalyzed dynamic kinetic resolution of azlactones.

Authors:  Xing Yang; Guojian Lu; Vladimir B Birman
Journal:  Org Lett       Date:  2010-02-19       Impact factor: 6.005

8.  Site-selective catalysis of phenyl thionoformate transfer as a tool for regioselective deoxygenation of polyols.

Authors:  María Sanchez-Roselló; Angela L A Puchlopek; Adam J Morgan; Scott J Miller
Journal:  J Org Chem       Date:  2008-01-30       Impact factor: 4.354

9.  Stereoselective synthesis of cyclic ethers via the palladium-catalyzed intramolecular addition of alcohols to phosphono allylic carbonates.

Authors:  Anyu He; Nongnuch Sutivisedsak; Christopher D Spilling
Journal:  Org Lett       Date:  2009-07-16       Impact factor: 6.005

Review 10.  Quantitative Structure-Selectivity Relationships in Enantioselective Catalysis: Past, Present, and Future.

Authors:  Andrew F Zahrt; Soumitra V Athavale; Scott E Denmark
Journal:  Chem Rev       Date:  2019-12-30       Impact factor: 60.622
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