Literature DB >> 28745445

Switchable Stereoselectivity in Bromoaminocyclization of Olefins: Using Brønsted Acids of Anionic Chiral Cobalt(III) Complexes.

Hua-Jie Jiang1, Kun Liu2, Jie Yu2, Ling Zhang1, Liu-Zhu Gong1.   

Abstract

Brønsted acids of anionic chiral CoIII complexes act as bifunctional phase-transfer catalysts to shuttle the substrates across the solvent interface and control stereoselectivity. The diastereomeric chiral CoIII -templated Brønsted acids, with the same chiral ligands, enabled a switch in the enantioselective bromoaminocyclization of olefins to afford the two enantiomers of 2-substituted pyrrolidines with high enantioselectivities (up to 99:1 e.r.).
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Brønsted acid; cobalt; cyclization; heterocycles; phase-transfer catalysis

Year:  2017        PMID: 28745445     DOI: 10.1002/anie.201705066

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  3 in total

1.  Enantioselective Halolactonization Reactions using BINOL-Derived Bifunctional Catalysts: Methodology, Diversification, and Applications.

Authors:  Daniel W Klosowski; J Caleb Hethcox; Daniel H Paull; Chao Fang; James R Donald; Christopher R Shugrue; Andrew D Pansick; Stephen F Martin
Journal:  J Org Chem       Date:  2018-05-22       Impact factor: 4.354

2.  Desaturation via Redox-Neutral Hydrogen Transfer Process: Synthesis of 2-Allyl Anilines, Mechanism and Applications.

Authors:  Yang Zheng; Ping Dai; Dafang Gao; Kemiao Hong; Luyao Kou; Shanliang Dong; Jundie Hu; Lihua Qiu; Wenhao Hu; Xiaoguang Bao; Xinfang Xu
Journal:  iScience       Date:  2020-05-15

3.  Ritter-enabled catalytic asymmetric chloroamidation of olefins.

Authors:  Daniel C Steigerwald; Bardia Soltanzadeh; Aritra Sarkar; Cecilia C Morgenstern; Richard J Staples; Babak Borhan
Journal:  Chem Sci       Date:  2020-12-07       Impact factor: 9.825

  3 in total

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