Literature DB >> 17658751

Enantioselective synthesis of lobeline via nonenzymatic desymmetrization.

Vladimir B Birman1, Hui Jiang, Ximin Li.   

Abstract

Lobeline has been prepared in enantiopure form via desymmetrization of lobelanidine with use of BTM, a nonenzymatic enantioselective acyl transfer catalyst.

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Year:  2007        PMID： 17658751     DOI： 10.1021/ol071064i

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


  9 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.  Pd-catalyzed enantioselective aerobic oxidation of secondary alcohols: applications to the total synthesis of alkaloids.

Authors:  Shyam Krishnan; Jeffrey T Bagdanoff; David C Ebner; Yeeman K Ramtohul; Uttam K Tambar; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2008-09-18       Impact factor: 15.419

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.  Design, synthesis and interaction at the vesicular monoamine transporter-2 of lobeline analogs: potential pharmacotherapies for the treatment of psychostimulant abuse.

Authors:  Peter A Crooks; Guangrong Zheng; Ashish P Vartak; John P Culver; Fang Zheng; David B Horton; Linda P Dwoskin
Journal:  Curr Top Med Chem       Date:  2011       Impact factor: 3.295

5.  Synthesis of Lobeline, Lobelane and their Analogues. A Review.

Authors:  Guangrong Zheng; Peter A Crooks
Journal:  Org Prep Proced Int       Date:  2015-08-17       Impact factor: 1.628

6.  Mannich-type Reactions of Cyclic Nitrones: Effective Methods for the Enantioselective Synthesis of Piperidine-containing Alkaloids.

Authors:  Vladislav G Lisnyak; Tessa Lynch-Colameta; Scott A Snyder
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-19       Impact factor: 15.336

7.  Asymmetric Isothiourea-Catalysed Formal [3+2] Cycloadditions of Ammonium Enolates with Oxaziridines.

Authors:  Siobhan R Smith; Charlene Fallan; James E Taylor; Ross McLennan; David S B Daniels; Louis C Morrill; Alexandra M Z Slawin; Andrew D Smith
Journal:  Chemistry       Date:  2015-06-12       Impact factor: 5.236

8.  Isothiourea-Catalysed Acylative Kinetic Resolution of Aryl-Alkenyl (sp2 vs. sp2 ) Substituted Secondary Alcohols.

Authors:  Stefania F Musolino; O Stephen Ojo; Nicholas J Westwood; James E Taylor; Andrew D Smith
Journal:  Chemistry       Date:  2016-11-30       Impact factor: 5.236

9.  Asymmetric desymmetrization of meso-diols by C(2)-symmetric chiral 4-pyrrolidinopyridines.

Authors:  Hartmut Schedel; Keizo Kan; Yoshihiro Ueda; Kenji Mishiro; Keisuke Yoshida; Takumi Furuta; Takeo Kawabata
Journal:  Beilstein J Org Chem       Date:  2012-10-17       Impact factor: 2.883
  9 in total

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