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Literature DB >> 23952929

Catalytic enantioselective dibromination of allylic alcohols.

Dennis X Hu¹, Grant M Shibuya, Noah Z Burns.

Abstract

A new dibromination reaction involving the combination of dibromomalonate as the bromonium source and a titanium bromide species as the bromide source has been developed. Enantioselective catalysis has been achieved through apparent ligand acceleration by a tartaric acid-derived diol.

Entities: Chemical

Year: 2013 PMID： 23952929 DOI： 10.1021/ja4083182

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

22 in total

1. Catalytic Regio- and Enantioselective Haloazidation of Allylic Alcohols.

Authors: Frederick J Seidl; Chang Min; Jovan A Lopez; Noah Z Burns
Journal: J Am Chem Soc Date: 2018-11-12 Impact factor: 15.419

2. Asymmetric Synthesis of Gonytolide A: Strategic Use of an Aryl Halide Blocking Group for Oxidative Coupling.

Authors: Xiaowei Wu; Takayuki Iwata; Adam Scharf; Tian Qin; Kyle D Reichl; John A Porco
Journal: J Am Chem Soc Date: 2018-04-25 Impact factor: 15.419

3. Approaches to the chemical synthesis of the chlorosulfolipids.

Authors: Won-Jin Chung; Christopher D Vanderwal
Journal: Acc Chem Res Date: 2014-01-08 Impact factor: 22.384

4. Highly Selective Synthesis of Halomon, Plocamenone, and Isoplocamenone.

Authors: Cyril Bucher; Richard M Deans; Noah Z Burns
Journal: J Am Chem Soc Date: 2015-09-29 Impact factor: 15.419

5. Catalytic Enantioselective Dihalogenation and the Selective Synthesis of (-)-Deschloromytilipin A and (-)-Danicalipin A.

Authors: Matthew L Landry; Dennis X Hu; Grace M McKenna; Noah Z Burns
Journal: J Am Chem Soc Date: 2016-04-08 Impact factor: 15.419

Catalytic enantioselective dibromination of allylic alcohols.

1. Catalytic Regio- and Enantioselective Haloazidation of Allylic Alcohols.

2. Asymmetric Synthesis of Gonytolide A: Strategic Use of an Aryl Halide Blocking Group for Oxidative Coupling.

3. Approaches to the chemical synthesis of the chlorosulfolipids.

4. Highly Selective Synthesis of Halomon, Plocamenone, and Isoplocamenone.

5. Catalytic Enantioselective Dihalogenation and the Selective Synthesis of (-)-Deschloromytilipin A and (-)-Danicalipin A.

Review 6. Catalytic Enantioselective Dihalogenation in Total Synthesis.

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

8. Enantiospecific Solvolytic Functionalization of Bromochlorides.

9. A Unified Approach for the Enantioselective Synthesis of the Brominated Chamigrene Sesquiterpenes.

Review 10. Catalytic, Stereoselective Dihalogenation of Alkenes: Challenges and Opportunities.