Stereospecific Cyclization Strategies for α,ε-Dihydroxy-β-amino Esters: Asymmetric Syntheses of Imino and Amino Sugars

2014 ◽  
Vol 79 (20) ◽  
pp. 9686-9698 ◽  
Author(s):  
Stephen G. Davies ◽  
Emma M. Foster ◽  
James A. Lee ◽  
Paul M. Roberts ◽  
James E. Thomson
Keyword(s):  
Amino Sugars ◽  
Asymmetric Syntheses ◽  
Amino Esters ◽  
Stereospecific Cyclization

Asymmetric syntheses of N-substituted α-amino esters via dynamic kinetic resolution of α-haloacyl diacetone-d-glucose

Tetrahedron ◽  
2006 ◽  
Vol 62 (26) ◽  
pp. 6303-6311 ◽  
Author(s):  
Hyun Jung Kim ◽  
Yongtae Kim ◽  
Eui Ta Choi ◽  
Min Hee Lee ◽  
Eun Sun No ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Dynamic Kinetic Resolution ◽  
Asymmetric Syntheses ◽  
Amino Esters

Trading N and O: asymmetric syntheses of β-hydroxy-α-amino acids via α-hydroxy-β-amino esters

Tetrahedron ◽  
2013 ◽  
Vol 69 (42) ◽  
pp. 8885-8898 ◽  
Author(s):  
Stephen G. Davies ◽  
Ai M. Fletcher ◽  
Aileen B. Frost ◽  
James A. Lee ◽  
Paul M. Roberts ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Syntheses ◽  
Amino Esters

ChemInform Abstract: Trading N and O: Asymmetric Syntheses of β-Hydroxy-α-amino Acids via α-Hydroxy-β-amino Esters.

ChemInform ◽  
2014 ◽  
Vol 45 (9) ◽  
pp. no-no
Author(s):  
Stephen G. Davies ◽  
Ai M. Fletcher ◽  
Aileen B. Frost ◽  
James A. Lee ◽  
Paul M. Roberts ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Syntheses ◽  
Amino Esters

Exogenous Directing Group Free, Ligand-Enabled gamma-C(sp3)–H Arylation of Free Primary Aliphatic Amines and α-Amino Esters

2019 ◽  
Author(s):  
Yongzheng Ding ◽  
Shuai Fan ◽  
Xiaoxi Chen ◽  
yuzhen gao ◽  
Gang Li
Keyword(s):  
Amino Acids ◽  
Large Scale ◽  
Free Ligand ◽  
Aliphatic Amines ◽  
Rapid Synthesis ◽  
Amino Esters ◽  
Directing Group ◽  
Large Scale Synthesis ◽  
Primary Aliphatic Amines

A Pdᴵᴵ-catalyzed, ligand-enabled gamma-C(sp3)–H arylation of free primary aliphatic amines and amino esters without using an exogenous directing group is reported. This reaction is compatible with unhindered free aliphatic amines, and it is also be applicable to the rapid synthesis of biologically and synthetically valuable unnatural α-amino acids. Large scale synthesis is also feasible using this method.<br>

Enantioselective Syntheses of Flavonoid Diels-Alder Natural Products: A Review

2018 ◽  
Vol 15 (2) ◽  
pp. 221-229 ◽  
Author(s):  
Shah Bakhtiar Nasir ◽  
Noorsaadah Abd Rahman ◽  
Chin Fei Chee
Keyword(s):  
Natural Products ◽  
Organic Synthesis ◽  
Lewis Acid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Enantioselective Synthesis ◽  
Chiral Ligand ◽  
Asymmetric Syntheses ◽  
Diels Alder Reaction ◽  
Enantioselective Syntheses

Background: The Diels-Alder reaction has been widely utilised in the syntheses of biologically important natural products over the years and continues to greatly impact modern synthetic methodology. Recent discovery of chiral organocatalysts, auxiliaries and ligands in organic synthesis has paved the way for their application in Diels-Alder chemistry with the goal to improve efficiency as well as stereochemistry. Objective: The review focuses on asymmetric syntheses of flavonoid Diels-Alder natural products that utilize chiral ligand-Lewis acid complexes through various illustrative examples. Conclusion: It is clear from the review that a significant amount of research has been done investigating various types of catalysts and chiral ligand-Lewis acid complexes for the enantioselective synthesis of flavonoid Diels-Alder natural products. The results have demonstrated improved yield and enantioselectivity. Much emphasis has been placed on the synthesis but important mechanistic work aimed at understanding the enantioselectivity has also been discussed.

Sign in / Sign up

Export Citation Format

Share Document