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Literature DB >> 24395341

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

Abstract

The development of a binary catalyst system for bromocycloetherification, consisting of an achiral Lewis base and a chiral Brønsted acid, is described in detail. The results of preliminary kinetic studies are also presented.

Entities: Chemical Disease Gene Species

Keywords: Lewis base; cooperative catalysis; enantioselective; halofunctionalization

Mesh：

Substances：

Year: 2013 PMID： 24395341 PMCID： PMC4676414 DOI： 10.1002/chir.22259

Source DB: PubMed Journal: Chirality ISSN： 0899-0042 Impact factor: 2.437

33 in total

Review 1. New catalytic approaches towards the enantioselective halogenation of alkenes.

Authors: Ulrich Hennecke
Journal: Chem Asian J Date: 2012-02-07

2. Which is the actual catalyst: chiral phosphoric Acid or chiral calcium phosphate?

Authors: Manabu Hatano; Katsuhiko Moriyama; Toshikatsu Maki; Kazuaki Ishihara
Journal: Angew Chem Int Ed Engl Date: 2010-05-17 Impact factor: 15.336

3. Dynamic kinetic resolution of azlactones catalyzed by chiral Brønsted acids.

Authors: Guojian Lu; Vladimir B Birman
Journal: Org Lett Date: 2010-12-22 Impact factor: 6.005

Review 4. 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

5. Enantioselective bromoaminocyclization using amino-thiocarbamate catalysts.

Authors: Ling Zhou; Jie Chen; Chong Kiat Tan; Ying-Yeung Yeung
Journal: J Am Chem Soc Date: 2011-05-03 Impact factor: 15.419

6. Enantioselective bromolactonization of conjugated (Z)-enynes.

Authors: Wei Zhang; Suqing Zheng; Na Liu; Jenny B Werness; Ilia A Guzei; Weiping Tang
Journal: J Am Chem Soc Date: 2010-03-24 Impact factor: 15.419

7. Asymmetric organocatalytic three-component 1,3-dipolar cycloaddition: control of stereochemistry via a chiral Brønsted acid activated dipole.

Authors: Xiao-Hua Chen; Wen-Quan Zhang; Liu-Zhu Gong
Journal: J Am Chem Soc Date: 2008-04-03 Impact factor: 15.419

8. On the absolute configurational stability of bromonium and chloronium ions.

Authors: Scott E Denmark; Matthew T Burk; Andrew J Hoover
Journal: J Am Chem Soc Date: 2010-02-03 Impact factor: 15.419

9. Chiral Brønsted acid-catalyzed direct Mannich reactions via electrophilic activation.

Authors: Daisuke Uraguchi; Masahiro Terada
Journal: J Am Chem Soc Date: 2004-05-05 Impact factor: 15.419

10. C2-symmetric cyclic selenium-catalyzed enantioselective bromoaminocyclization.

Authors: Feng Chen; Chong Kiat Tan; Ying-Yeung Yeung
Journal: J Am Chem Soc Date: 2013-01-17 Impact factor: 15.419

6 in total

1. A Mechanistically Inspired Halenium Ion Initiated Spiroketalization: Entry to Mono- and Dibromospiroketals.

Authors: Kumar Dilip Ashtekar; Hadi Gholami; Mehdi Moemeni; Ankush Chakraborty; Lindsey Kiiskila; Xinliang Ding; Edmond Toma; Christopher Rahn; Babak Borhan
Journal: Angew Chem Int Ed Engl Date: 2022-01-11 Impact factor: 16.823

2. 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