Literature DB >> 17020321

Kinetic resolution of propargylic alcohols catalyzed by benzotetramisole.

Vladimir B Birman1, Lei Guo.   

Abstract

[reaction: see text] Kinetic resolution of variously substituted secondary propargylic alcohols catalyzed by benzotetramisole (BTM) proceeds with selectivity factors up to 32, the highest ever achieved with nonenzymatic catalysts for this class of substrates.

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Year:  2006        PMID： 17020321     DOI： 10.1021/ol061906y

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


  13 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.  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 3.  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

4.  Determination of absolute configuration using kinetic resolution catalysts.

Authors:  Alexander J Wagner; Jonathan G David; Scott D Rychnovsky
Journal:  Org Lett       Date:  2011-07-21       Impact factor: 6.005

5.  Asymmetric catalytic alkynylation of acetaldehyde: application to the synthesis of (+)-tetrahydropyrenophorol.

Authors:  Barry M Trost; Adrien Quintard
Journal:  Angew Chem Int Ed Engl       Date:  2012-06-05       Impact factor: 15.336

6.  A Biocatalytic Platform for the Synthesis of Enantiopure Propargylic Alcohols and Amines.

Authors:  Xianke Sang; Feifei Tong; Zhigang Zeng; Minghu Wu; Bo Yuan; Zhoutong Sun; Xiang Sheng; Ge Qu; Miguel Alcalde; Frank Hollmann; Wuyuan Zhang
Journal:  Org Lett       Date:  2022-06-07       Impact factor: 6.072

7.  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

8.  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

9.  Stereocontrol in Palladium-Catalyzed Propargylic Substitutions: Kinetic Resolution to give Enantioenriched 1,5-Enynes and Propargyl Acetates.

Authors:  Michael J Ardolino; Meredith S Eno; James P Morken
Journal:  Adv Synth Catal       Date:  2013-11-25       Impact factor: 5.837

10.  Succinct synthesis of saturated hydroxy fatty acids and in vitro evaluation of all hydroxylauric acids on FFA1, FFA4 and GPR84.

Authors:  Mads Holmgaard Kaspersen; Laura Jenkins; Julia Dunlop; Graeme Milligan; Trond Ulven
Journal:  Medchemcomm       Date:  2017-05-12       Impact factor: 3.597
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