Highly Regio- and Stereoselective Addition of Organolithium Reagents to Extended Conjugate Amides Using (S,S)-(+)-Pseudoephedrine as Chiral Auxiliary

2009 ◽  
Vol 74 (11) ◽  
pp. 4404-4407 ◽  
Author(s):  
Marta Ocejo ◽  
Luisa Carrillo ◽  
Dolores Badía ◽  
Jose L. Vicario ◽  
Naiara Fernández ◽  
...  
Keyword(s):  
Chiral Auxiliary ◽  
Stereoselective Addition ◽  
Organolithium Reagents

ChemInform Abstract: Highly Regio- and Stereoselective Addition of Organolithium Reagents to Extended Conjugate Amides Using (S,S)-(+)-Pseudoephedrine as Chiral Auxiliary.

ChemInform ◽  
2009 ◽  
Vol 40 (44) ◽  
Author(s):  
Marta Ocejo ◽  
Luisa Carillo ◽  
Dolores Badia ◽  
Jose L. Vicario ◽  
Naiara Fernandez ◽  
...  
Keyword(s):  
Chiral Auxiliary ◽  
Stereoselective Addition ◽  
Organolithium Reagents

Stereoselective Addition Reaction of Organolithium Reagents to Chiral Imines Derived fromerythro-2-Amino-1,2-diphenylethanol

1995 ◽  
Vol 24 (3) ◽  
pp. 235-236 ◽  
Author(s):  
Yukihiko Hashimoto ◽  
Kazuo Takaoki ◽  
Atsushi Sudo ◽  
Tsuneo Ogasawara ◽  
Kazuhiko Saigo
Keyword(s):  
Addition Reaction ◽  
Stereoselective Addition ◽  
Organolithium Reagents ◽  
Chiral Imines

A Complementary Toolbox of Iterative Methods for the Stereo­selective Synthesis of Heteroatom-Rich Motives from C1-Building Blocks

Synthesis ◽  
2018 ◽  
Vol 50 (12) ◽  
pp. 2307-2322 ◽  
Author(s):  
Christoph Hirschhäuser ◽  
Sujenth Kirupakaran ◽  
Hans-Gert Korth
Keyword(s):  
Carbon Atom ◽  
Assembly Line ◽  
Organic Molecules ◽  
Building Blocks ◽  
Chiral Auxiliary ◽  
Alkyl Chains ◽  
Stereoselective Addition ◽  
Boronic Esters ◽  
Excellent Control ◽  
Video Abstract

The ability to assemble organic molecules one carbon atom at a time has been a long-held dream for chemists. Modern boronate homologations with chiral carbenoids allow for the assembly-line synthesis of long chiral alkyl chains with excellent control over individual stereocenters. Nevertheless, heteroatom rich motives present a serious synthetic challenge to this approach. Interestingly, older methods based on substrate-controlled homologations of chiral boronic esters or umpolung of a carbonyl nucleophile can offer complementary solutions. A combination of these approaches might thus extend the range of possible targets currently within grasp of a C1-based synthesis. Link to video abstract: https://www.youtube.com/watch?v=PH_HBrqQwtg .1 Introduction2 Substrate Control: Stereoselective Addition of d1-Reagents to Aldehydes­3 Stereocontrol by Chiral Auxiliary/Director: The Matteson Boronate Homologation4 Reagent Control: Moving Chiral Information to the Carbenoid5 Conclusions and Outlook

An Overview of the One-pot Synthesis of Imidazolines

2020 ◽  
Vol 24 (20) ◽  
pp. 2341-2355
Author(s):  
Thaipparambil Aneeja ◽  
Sankaran Radhika ◽  
Mohan Neetha ◽  
Gopinathan Anilkumar
Keyword(s):  
Asymmetric Catalysis ◽  
Organic Compounds ◽  
Ring Opening ◽  
Ecological Impact ◽  
Chiral Auxiliary ◽  
One Pot ◽  
One Pot Synthesis ◽  
The One ◽  
Synthetic Intermediate ◽  
Heterocyclic Moiety

One-pot syntheses are a simple, efficient and easy methodology, which are widely used for the synthesis of organic compounds. Imidazoline is a valuable heterocyclic moiety used as a synthetic intermediate, chiral auxiliary, chiral catalyst and a ligand for asymmetric catalysis. Imidazole is a fundamental unit of biomolecules that can be easily prepared from imidazolines. The one-pot method is an impressive approach to synthesize organic compounds as it minimizes the reaction time, separation procedures, and ecological impact. Many significant one-pot methods such as N-bromosuccinimide mediated reaction, ring-opening of tetrahydrofuran, triflic anhydrate mediated reaction, etc. were reported for imidazoline synthesis. This review describes an overview of the one-pot synthesis of imidazolines and covers literature up to 2020.

Sign in / Sign up

Export Citation Format

Share Document