Enantioselective Precipitate of Amines, Amino Alcohols, and Amino Acids via Schiff Base Reaction in the Presence of Chiral Ionic Liquid

2017 ◽  
Vol 19 (19) ◽  
pp. 5018-5021 ◽  
Author(s):  
Datong Wu ◽  
Pengfei Cai ◽  
Xiaoyong Zhao ◽  
Yuanjiang Pan
Keyword(s):  
Amino Acids ◽  
Ionic Liquid ◽  
Schiff Base ◽  
Amino Alcohols ◽  
Chiral Ionic Liquid

Efficient enantiorecognition of amino acids under a stimuli-responsive system: synthesis, characterization and application of electroactive rotaxane

The Analyst ◽  
2019 ◽  
Vol 144 (21) ◽  
pp. 6415-6421 ◽  
Author(s):  
Datong Wu ◽  
Fei Pan ◽  
Gao-Chao Fan ◽  
Ziming Zhu ◽  
Li Gao ◽  
...  
Keyword(s):  
Amino Acids ◽  
Ionic Liquid ◽  
Stimuli Responsive ◽  
System Synthesis ◽  
Chiral Ionic Liquid

An electroactive chiral rotaxane, consisting of a polymeric chiral ionic liquid as the flexible axle and 18-crown-6 as the wheel, is synthesized for efficient enantiorecognition of amino acids.

Enolboration of conjugated ketones and synthesis of beta-amino alcohols and boronated alpha-amino acids

2003 ◽  
Vol 75 (9) ◽  
pp. 1349-1355 ◽  
Author(s):  
M. Zaidlewicz ◽  
W. Sokól ◽  
A. Wolan ◽  
J. Cytarska ◽  
A. Tafelska-Kaczmarek ◽  
...  
Keyword(s):  
Amino Acids ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Reaction Time ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Amino Alcohols ◽  
Enantioselective Synthesis ◽  
Enantioselective Reduction ◽  
Cross Coupling Reaction

Enolization–aldolization of conjugated ketones, enantioselective synthesis of benzofuryl beta-amino alcohols, and synthesis of p-dihydroxyborylphenylalanine (BPA) and its analogs are described. Aldolization of benzaldehyde with lithium dienolates derived from unhindered conjugated cyclohexenones favored anti- selectivity, whereas syn selectivity was favored for hindered cyclohexenones. Anti-aldols were preferentially formed from dienolborinates derived from conjugated cyklohexenones, however,competing aldolization at the 2-position was observed for hindered ketones. Benzofuryl beta-amino alcohols were prepared using as a key step the enantioselective reduction of the corresponding alpha-bromoacetylbenzofurans with (–)-B- -chlorodiisopinocampheylborane. Ionic liquids were used as solvents for the synthesis of BPA by the Suzuki cross-coupling reaction. The reaction time is short, and a solution of the catalyst in the ionic liquid can be recycled.

Crystallization of amino acids at the chiral ionic liquid/water interface

CrystEngComm ◽  
2016 ◽  
Vol 18 (45) ◽  
pp. 8769-8775 ◽  
Author(s):  
Eitan Elfassy ◽  
Yochai Basel ◽  
Yitzhak Mastai
Keyword(s):  
Amino Acids ◽  
Ionic Liquid ◽  
Liquid Water ◽  
Water Interface ◽  
Chiral Ionic Liquid

scholarly journals Rapid Organocatalytic Chirality Analysis of Amines, Amino Acids, Alcohols, Amino Alcohols and Diols with Achiral Iso(thio)cyanate Probes

2021 ◽  
Author(s):  
Eryn Nelson ◽  
Jeffrey S. S. K. Formen ◽  
Christian Wolf
Keyword(s):  
Amino Acids ◽  
Absolute Configuration ◽  
Rapid Determination ◽  
Amino Alcohols ◽  
Enantioselective Synthesis ◽  
Widespread Occurrence ◽  
Chiral Compounds ◽  
New Methods ◽  
The Absolute

The widespread occurrence and significance of chiral compounds does not only require new methods for their enantioselective synthesis but also efficient tools that allow rapid determination of the absolute configuration,...

Chirality Sensing of Amines, Diamines, Amino Acids, Amino Alcohols, and α-Hydroxy Acids with a Single Probe

2013 ◽  
Vol 135 (48) ◽  
pp. 18052-18055 ◽  
Author(s):  
Keith W. Bentley ◽  
Yea G. Nam ◽  
Jaslynn M. Murphy ◽  
Christian Wolf
Keyword(s):  
Amino Acids ◽  
Amino Alcohols ◽  
Hydroxy Acids ◽  
Single Probe

N-Substituted α-trifluoromethyl β-nitro amines in the synthesis of fluorine-containing 1,2-diamines, amino alcohols, and β-amino acids

2009 ◽  
Vol 58 (9) ◽  
pp. 1886-1898 ◽  
Author(s):  
V. Yu. Korotaev ◽  
A. Yu. Barkov ◽  
M. I. Kodess ◽  
I. B. Kutyashev ◽  
P. A. Slepukhin ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Alcohols

Coupling of Steroid O-(Carboxymethyl)oxime Derivatives with Amino Alcohols

1996 ◽  
Vol 61 (2) ◽  
pp. 288-297 ◽  
Author(s):  
Vladimír Pouzar ◽  
Ivan Černý
Keyword(s):  
Amino Acids ◽  
Hydroxy Group ◽  
Building Blocks ◽  
Amino Alcohols ◽  
New Approach ◽  
Alternative Synthesis ◽  
Oxime Derivatives ◽  
A Chain ◽  
Derivatives Of

New approach to the preparation of steroids with connecting bridge, based on an O-carboxymethyloxime (CMO) structure, and with terminal hydroxy group, is presented. 17-CMO derivatives of 3β-acetoxy- and 3β-methoxymethoxyandrost-5-en-17-one were condensed with α,ω-amino alcohols to give derivatives with a chain of seven to nine atoms. After THP-protection, these compounds were converted to 3-keto-4-ene derivatives. An alternative synthesis consisted in transformation of 17-CMO derivatives with bonded amino acids by reduction of the terminal carboxyl. The resulting compounds were designed as building blocks for the preparation of bis-haptens for sandwich immunoassays.

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