Asymmetric synthesis of 2-substituted pyrrolidines and piperidines by nucleophilic addition to N-acyliminium ions bearing pyrrolidine chiral auxiliaries

1994 ◽  
Vol 35 (33) ◽  
pp. 6119-6122 ◽  
Author(s):  
Hideaki Suzuki ◽  
Sakae Aoyagi ◽  
Chihiro Kibayashi
Keyword(s):  
Asymmetric Synthesis ◽  
Nucleophilic Addition ◽  
Chiral Auxiliaries ◽  
Acyliminium Ions

Bifunctional Squaramide Catalyzed Asymmetric Synthesis of Chiral α-Mercaptosilanes

2021 ◽  
Author(s):  
Ye Zhang ◽  
Jingcheng Guo ◽  
Jinna Han ◽  
Xiangui Zhou ◽  
Wei Cao ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Carbonyl Compounds ◽  
Nucleophilic Addition

Bifunctional squaramide-catalyzed nucleophilic addition of thiophenols to easily available β-silyl α,β-unsaturated carbonyl compounds has been successfully developed. A structurally diverse set of chiral α-mercaptosilanes was efficiently prepared in good to...

scholarly journals Cellulose recycling as a source of raw chirality

2013 ◽  
Vol 85 (8) ◽  
pp. 1683-1692 ◽  
Author(s):  
Valeria Corne ◽  
María Celeste Botta ◽  
Enrique D. V. Giordano ◽  
Germán F. Giri ◽  
David F. Llompart ◽  
...  
Keyword(s):  
Organic Chemistry ◽  
Organic Carbon ◽  
Asymmetric Synthesis ◽  
Building Blocks ◽  
Biologically Active ◽  
Raw Material ◽  
Chiral Auxiliaries ◽  
High Chemical ◽  
Chiral Structure

Modern organic chemistry requires easily obtainable chiral building blocks that show high chemical versatility for their application in the synthesis of enantiopure compounds. Biomass has been demonstrated to be a widely available raw material that represents the only abundant source of renewable organic carbon. Through the pyrolitic conversion of cellulose or cellulose-containing materials it is possible to produce levoglucosenone, a highly functionalized chiral structure. This compound has been innovatively used as a template for the synthesis of key intermediates of biologically active products and for the preparation of chiral auxiliaries, catalysts, and organocatalysts for their application in asymmetric synthesis.

scholarly journals Orthoacylimines: A New Class of Chiral Auxiliaries for Nucleophilic Addition of Organolithium Reagents to Imines.

ChemInform ◽  
2003 ◽  
Vol 34 (36) ◽  
Author(s):  
Alessandro A. Boezio ◽  
Geoffrey Solberghe ◽  
Caroline Lauzon ◽  
Andre B. Charette
Keyword(s):  
Nucleophilic Addition ◽  
Chiral Auxiliaries ◽  
New Class ◽  
Organolithium Reagents

scholarly journals Dual metal and Lewis base catalysis approach for asymmetric synthesis of dihydroquinolines and the α-arylation of aldehydes via N-acyliminium ions

2015 ◽  
Vol 51 (87) ◽  
pp. 15788-15791 ◽  
Author(s):  
Chandra M. R. Volla ◽  
Eleonora Fava ◽  
Iuliana Atodiresei ◽  
Magnus Rueping
Keyword(s):  
Asymmetric Synthesis ◽  
Catalytic System ◽  
Optically Active ◽  
Lewis Base ◽  
Base Catalysis ◽  
Asymmetric Addition ◽  
Acyliminium Ions ◽  
Indium Triflate ◽  
Dual Metal

A dual catalytic system consisting of indium triflate and a chiral imidazolidinone catalyzes the asymmetric addition of aldehydes to N-acyl quinoliniums furnishing optically active dihydroquinolines in good yields and excellent selectivities.

Asymmetric Synthesis of Homoallylamines by Nucleophilic Addition of Chirally Modified Allylboron Reagent to N-Borylimines

Synlett ◽  
1999 ◽  
Vol 1999 (12) ◽  
pp. 1987-1989 ◽  
Author(s):  
Shinichi Itsuno ◽  
Ayako Yokoi ◽  
Shizue Kuroda
Keyword(s):  
Asymmetric Synthesis ◽  
Nucleophilic Addition
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