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 Catalytic Asymmetric Intermolecular Allylic Functionalization of Unactivated Internal Alkenes.

Literature DB >> 30009088

Catalytic Asymmetric Intermolecular Allylic Functionalization of Unactivated Internal Alkenes.

Abstract

The asymmetric allylic functionalization of unactivated internal alkenes is an emerging strategy for the conversion of simple unsaturated starting materials into a diverse range of enantioenriched products. This Perspective summarizes the development of reactions wherein a chiral catalyst facilitates the intermolecular stereoselective reaction between an achiral unactivated internal alkene and a reagent.

Entities: Chemical Disease Gene Species

Keywords: allylic alkylation; allylic amination; allylic esterification; allylic oxidation; enantioselective catalysis; enantioselective heteroene; internal alkenes

Year: 2017 PMID： 30009088 PMCID： PMC6040590 DOI： 10.1021/acscatal.7b03081

Source DB: PubMed Journal: ACS Catal Impact factor: 13.084

52 in total

1. Mechanistically driven development of iridium catalysts for asymmetric allylic substitution.

Authors: John F Hartwig; Levi M Stanley
Journal: Acc Chem Res Date: 2010-09-28 Impact factor: 22.384

2. Enantioselective C-H amination using cationic ruthenium(II)-pybox catalysts.

Authors: Erika Milczek; Nadège Boudet; Simon Blakey
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

3. Allylic functionalization of unactivated olefins with Grignard reagents.

Authors: Hongli Bao; Liela Bayeh; Uttam K Tambar
Journal: Angew Chem Int Ed Engl Date: 2014-01-23 Impact factor: 15.336

4. The asymmetric Heck and related reactions.

Authors: Dennis Mc Cartney; Patrick J Guiry
Journal: Chem Soc Rev Date: 2011-06-15 Impact factor: 54.564

Review 5. To protonate or alkylate? Stereoselective Brønsted acid catalysis of C-C bond formation using diazoalkanes.

Authors: Jeffrey N Johnston; Hubert Muchalski; Timothy L Troyer
Journal: Angew Chem Int Ed Engl Date: 2010-03-22 Impact factor: 15.336

6. Catalytic asymmetric allylic C-H activation as a surrogate of the asymmetric Claisen rearrangement.

Authors: H M Davies; P Ren; Q Jin
Journal: Org Lett Date: 2001-11-01 Impact factor: 6.005

7. Highly enantioselective proton-initiated polycyclization of polyenes.

Authors: Karavadhi Surendra; E J Corey
Journal: J Am Chem Soc Date: 2012-07-10 Impact factor: 15.419

8. Toward a synthetically useful stereoselective C-H amination of hydrocarbons.

Authors: Chungen Liang; Florence Collet; Fabien Robert-Peillard; Paul Müller; Robert H Dodd; Philippe Dauban
Journal: J Am Chem Soc Date: 2007-12-12 Impact factor: 15.419

9. Enantioselective Intermolecular C-H Functionalization of Allylic and Benzylic sp(3) C-H Bonds Using N-Sulfonyl-1,2,3-triazoles.

Authors: Robert W Kubiak; Jeffrey D Mighion; Sidney M Wilkerson-Hill; Joshua S Alford; Tetsushi Yoshidomi; Huw M L Davies
Journal: Org Lett Date: 2016-06-22 Impact factor: 6.005

Catalytic Asymmetric Intermolecular Allylic Functionalization of Unactivated Internal Alkenes.

1. Mechanistically driven development of iridium catalysts for asymmetric allylic substitution.

2. Enantioselective C-H amination using cationic ruthenium(II)-pybox catalysts.

3. Allylic functionalization of unactivated olefins with Grignard reagents.

4. The asymmetric Heck and related reactions.

Review 5. To protonate or alkylate? Stereoselective Brønsted acid catalysis of C-C bond formation using diazoalkanes.

6. Catalytic asymmetric allylic C-H activation as a surrogate of the asymmetric Claisen rearrangement.

7. Highly enantioselective proton-initiated polycyclization of polyenes.

8. Toward a synthetically useful stereoselective C-H amination of hydrocarbons.

9. Enantioselective Intermolecular C-H Functionalization of Allylic and Benzylic sp(3) C-H Bonds Using N-Sulfonyl-1,2,3-triazoles.

10. Enantioselective oxidative boron Heck reactions.

1. Regio- and Diastereoselective Iron-Catalyzed [4+4]-Cycloaddition of 1,3-Dienes.

2. Metal-free allylic C-H nitrogenation, oxygenation, and carbonation of alkenes by thianthrenation.

3. Palladium-catalyzed asymmetric allylic 4-pyridinylation via electroreductive substitution reaction.

4. Iron-catalyzed α-C-H functionalization of π-bonds: cross-dehydrogenative coupling and mechanistic insights.