Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Copper-catalyzed three-component carboboration of alkynes and alkenes.

Literature DB >> 23384399

Copper-catalyzed three-component carboboration of alkynes and alkenes.

Hiroto Yoshida¹, Ikuo Kageyuki, Ken Takaki.

Abstract

Carboboration of alkynes was found to take place efficiently by a three-component coupling reaction with diboron and carbon electrophiles under copper catalysis to afford diverse multisubstituted borylalkenes in a stereoselective manner. The carboboration was also applicable to alkenes, leading to the formation of multisubstituted borylalkanes via regioselective carbon-boron and carbon-carbon bond-forming processes.

Entities: Chemical

Year: 2013 PMID： 23384399 DOI： 10.1021/ol4001526

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

Keyword Cloud
Cited

19 in total

1. Catalytic Enantioselective Conjugate Additions of (pin)B-Substituted Allylcopper Compounds Generated in situ from Butadiene or Isoprene.

Authors: Xiben Li; Fanke Meng; Sebastian Torker; Ying Shi; Amir H Hoveyda
Journal: Angew Chem Int Ed Engl Date: 2016-07-20 Impact factor: 15.336

2. Transition-Metal-Catalyzed 1,2-Carboboration of Alkenes: Strategies, Mechanisms, and Stereocontrol.

Authors: Zhen Liu; Yang Gao; Tian Zeng; Keary M Engle
Journal: Isr J Chem Date: 2019-09-10 Impact factor: 3.333

Review 3. Palladium(0)-Catalyzed Directed syn-1,2-Carboboration and -Silylation: Alkene Scope, Applications in Dearomatization, and Stereocontrol by a Chiral Auxiliary.

Authors: Zhen Liu; Jiahao Chen; Hou-Xiang Lu; Xiaohan Li; Yang Gao; John R Coombs; Matthew J Goldfogel; Keary M Engle
Journal: Angew Chem Int Ed Engl Date: 2019-10-08 Impact factor: 15.336

4. Nickel-Catalyzed Stereoselective Arylboration of Unactivated Alkenes.

Authors: Kaitlyn M Logan; Stephen R Sardini; Sean D White; M Kevin Brown
Journal: J Am Chem Soc Date: 2017-12-22 Impact factor: 15.419

5. Enantio- and Diastereoselective Synthesis of Functionalized Carbocycles by Cu-Catalyzed Borylative Cyclization of Alkynes with Ketones.

Authors: Joseph M Zanghi; Shuang Liu; Simon J Meek
Journal: Org Lett Date: 2019-06-14 Impact factor: 6.005

Copper-catalyzed three-component carboboration of alkynes and alkenes.

1. Catalytic Enantioselective Conjugate Additions of (pin)B-Substituted Allylcopper Compounds Generated in situ from Butadiene or Isoprene.

2. Transition-Metal-Catalyzed 1,2-Carboboration of Alkenes: Strategies, Mechanisms, and Stereocontrol.

Review 3. Palladium(0)-Catalyzed Directed syn-1,2-Carboboration and -Silylation: Alkene Scope, Applications in Dearomatization, and Stereocontrol by a Chiral Auxiliary.

4. Nickel-Catalyzed Stereoselective Arylboration of Unactivated Alkenes.

5. Enantio- and Diastereoselective Synthesis of Functionalized Carbocycles by Cu-Catalyzed Borylative Cyclization of Alkynes with Ketones.

6. Atom-Economical Ni-Catalyzed Diborylative Cyclization of Enynes: Preparation of Unsymmetrical Diboronates.

7. Enantio- and Diastereoselective Synthesis of Hydroxy Bis(boronates) via Cu-Catalyzed Tandem Borylation/1,2-Addition.

8. (Hetero)arylboration of alkynes: a strategy for the synthesis of α,α-bis(hetero)arylketones.

9. Haloboration of internal alkynes with boronium and borenium cations as a route to tetrasubstituted alkenes.

10. Construction of congested Csp³-Csp³ bonds by a formal Ni-catalyzed alkylboration.