Highly Enantioselective Addition of N-2,2,2-Trifluoroethylisatin Ketimines to Ethylene Sulfonyl Fluoride

2021 ◽  
Vol 86 (3) ◽  
pp. 3041-3048
Author(s):  
Jie Chen ◽  
Dong-yu Zhu ◽  
Xue-jing Zhang ◽  
Ming Yan
Keyword(s):  
Enantioselective Addition ◽  
Sulfonyl Fluoride

Regio-, Stereo- and Enantioselective α-Addition of Carbonyl Nucleo-philes to Allenamides Catalyzed by a Synergistic Copper/Enamine System

2020 ◽  
Author(s):  
Rémi Blieck ◽  
Sebastien Lemouzy ◽  
Marc Taillefer ◽  
Florian Monnier
Keyword(s):  
Catalytic System ◽  
Secondary Amine ◽  
Primary Amine ◽  
Synergistic Catalysis ◽  
Enantioselective Addition ◽  
Amine Catalysts

A dual copper/enamine catalytic system is found to enable an intermolecular enantioselective α-addition of various carbonyl nucleophiles to allenamides. Secondary amine catalysts allowed the highly enantioselective addition of aldehydes, while using primary amine catalysts led to the enantioselective addition of ketoester nucleophiles. The process was found to be highly regio-, stereo- and enantio-selective and represented the first allene hydrofunctionalization using an synergistic catalysis involving copper

Highly enantioselective addition of sulfur-containing heterocycles to isatin-derived ketimines

2019 ◽  
Vol 17 (31) ◽  
pp. 7309-7314 ◽  
Author(s):  
Michael Franc ◽  
Michal Urban ◽  
Ivana Císařová ◽  
Jan Veselý
Keyword(s):  
Heterocyclic Compounds ◽  
Stereoselective Addition ◽  
Enantioselective Addition ◽  
Sulfur Containing

In this study, we report a highly stereoselective addition of sulfur-containing heterocyclic compounds to isatin-derived ketimines efficiently catalyzed by cinchonidine-derived bifunctional tertiary aminothiourea (1 mol%).

Dimethylzinc-mediated enantioselective addition of terminal alkynes to 1,2-diketones using perhydro-1,3-benzoxazines as ligands

2021 ◽  
Author(s):  
Elena Prieto ◽  
Rebeca Infante ◽  
Javier Nieto ◽  
Celia Andres
Keyword(s):  
Chiral Ligand ◽  
Terminal Alkynes ◽  
Conformationally Restricted ◽  
Enantioselective Addition

A conformationally restricted perhydro-1,3-benzoxazine derived from (-)-8-aminomenthol behaves as a good chiral ligand in the dimethylzinc-mediated enantioselective monoaddition of aromatic and aliphatic terminal alkynes to 1,2-diketones. The corresponding α-hydroxyketones were...

Molecular design principles of ionic liquids with a sulfonyl fluoride moiety

2021 ◽  
Vol 45 (5) ◽  
pp. 2443-2452 ◽  
Author(s):  
David J. Siegel ◽  
Grace I. Anderson ◽  
Noah Cyr ◽  
Daniel S. Lambrecht ◽  
Matthias Zeller ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Molecular Design ◽  
Design Principles ◽  
New Family ◽  
Sulfonyl Fluoride

New family of SO2F-functionalized ionic liquids.

scholarly journals Frontispiece: Diversity Oriented Clicking (DOC): Divergent Synthesis of SuFExable Pharmacophores from 2‐Substituted‐Alkynyl‐1‐Sulfonyl Fluoride (SASF) Hubs

2020 ◽  
Vol 59 (30) ◽  
Author(s):  
Christopher J. Smedley ◽  
Gencheng Li ◽  
Andrew S. Barrow ◽  
Timothy L. Gialelis ◽  
Marie‐Claire Giel ◽  
...  
Keyword(s):  
Sulfonyl Fluoride

A Convenient Synthesis of Piperidine-Based β-Amino Alcohols from L-Phe and Highly Enantioselective Addition of Diethyl Zinc to Aldehydes.

ChemInform ◽  
2003 ◽  
Vol 34 (28) ◽  
Author(s):  
Chao-shan Da ◽  
Zhi-jian Han ◽  
Ming Ni ◽  
Fan Yang ◽  
Da-xue Liu ◽  
...  
Keyword(s):  
Amino Alcohols ◽  
Diethyl Zinc ◽  
Convenient Synthesis ◽  
Enantioselective Addition

SuFEx: a metal-free click ligation for multivalent biomolecules

2017 ◽  
Vol 15 (7) ◽  
pp. 1549-1553 ◽  
Author(s):  
Alessandro Dondoni ◽  
Alberto Marra
Keyword(s):  
Bovine Serum Albumin ◽  
Serum Albumin ◽  
Bovine Serum ◽  
Metal Free ◽  
Sulfonyl Fluoride

Sulfonamide-linked glycoclusters and sulfamate-linked BSA-PEG were prepared by coupling a sugar sulfonyl fluoride with a calixarene tetra-amine and a PEG-fluorosulfate with native bovine serum albumin, respectively.

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