Literature DB >> 22092000

Enantioselective bromocyclization of olefins catalyzed by chiral phosphoric acid.

Deshun Huang1, Haining Wang, Fazhen Xue, Huan Guan, Lijun Li, Xianyou Peng, Yian Shi.   

Abstract

A chiral phosphoric acid catalyzed enantioselective bromocyclization of olefins is described. Various cis-, trans-, or trisubstituted γ-hydroxy-alkenes and γ-amino-alkenes can cyclize under the reaction conditions to give optically active 2-substituted tetrahydrofurans and tetrahydropyrroles in up to 91% ee.

Entities:  

Year:  2011        PMID： 22092000     DOI： 10.1021/ol202527g

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


  21 in total

1.  Bifunctional catalyst promotes highly enantioselective bromolactonizations to generate stereogenic C-Br bonds.

Authors:  Daniel H Paull; Chao Fang; James R Donald; Andrew D Pansick; Stephen F Martin
Journal:  J Am Chem Soc       Date:  2012-06-27       Impact factor: 15.419

2.  Chiral β-Iodoamines by Urea-Catalyzed Iodocyclization of Trichloroacetimidates.

Authors:  Cheyenne S Brindle; Charles S Yeung; Eric N Jacobsen
Journal:  Chem Sci J       Date:  2013-05-01

3.  Catalytic, Enantioselective Synthesis of Cyclic Carbamates from Dialkyl Amines by CO2-Capture: Discovery, Development, and Mechanism.

Authors:  Roozbeh Yousefi; Thomas J Struble; Jenna L Payne; Mahesh Vishe; Nathan D Schley; Jeffrey N Johnston
Journal:  J Am Chem Soc       Date:  2018-12-24       Impact factor: 15.419

4.  Catalytic enantioselective alkene aminohalogenation/cyclization involving atom transfer.

Authors:  Michael T Bovino; Sherry R Chemler
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-05       Impact factor: 15.336

5.  Development and mechanism of an enantioselective bromocycloetherification reaction via Lewis base/chiral Brønsted acid cooperative catalysis.

Authors:  Scott E Denmark; Matthew T Burk
Journal:  Chirality       Date:  2013-11-07       Impact factor: 2.437

6.  Catalytic Aminohalogenation of Alkenes and Alkynes.

Authors:  Sherry R Chemler; Michael T Bovino
Journal:  ACS Catal       Date:  2013-06-07       Impact factor: 13.084

Review 7.  Catalytic, asymmetric halofunctionalization of alkenes--a critical perspective.

Authors:  Scott E Denmark; William E Kuester; Matthew T Burk
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-25       Impact factor: 15.336

8.  Process Safety Assessment of the Iron-Catalyzed Direct Olefin Diazidation for the Expedient Synthesis of Vicinal Primary Diamines.

Authors:  Hai-Tao Zhu; Luca Arosio; Roberto Villa; Marino Nebuloni; Hao Xu
Journal:  Org Process Res Dev       Date:  2017-11-08       Impact factor: 3.317

9.  Highly Stereoselective Intermolecular Haloetherification and Haloesterification of Allyl Amides.

Authors:  Bardia Soltanzadeh; Arvind Jaganathan; Richard J Staples; Babak Borhan
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-25       Impact factor: 15.336

10.  Iron-Catalyzed Diastereoselective Intramolecular Olefin Aminobromination with Bromide Ion.

Authors:  Jun-Shan Tian; Cheng-Liang Zhu; Yun-Rong Chen; Hao Xu
Journal:  Synthesis (Stuttg)       Date:  2015-06       Impact factor: 3.157
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