Chirality conversion and enantioselective extraction of amino acids by imidazolium-based binol-aldehyde

Lijun Tang; Hyerim Ga; Jiyoung Kim; Sujung Choi; Raju Nandhakumar; Kwan Mook Kim

doi:10.1016/j.tetlet.2008.09.117

Chirality conversion and enantioselective extraction of amino acids by imidazolium-based binol-aldehyde

Lijun Tang, Hyerim Ga, Jiyoung Kim, Sujung Choi, Raju Nandhakumar, Kwan Mook Kim

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

19 Scopus citations

Abstract

A novel imidazolium-based binol receptor 4 has been synthesized and used as a chirality conversion reagent for general amino acids with higher d-form selectivity compared to other guanidinium-based receptors. Favorable solubility in chloroform enabled 4 as an effective chiral extractant for the resolution of racemic amino acids.

Original language	English
Pages (from-to)	6914-6916
Number of pages	3
Journal	Tetrahedron Letters
Volume	49
Issue number	48
DOIs	https://doi.org/10.1016/j.tetlet.2008.09.117
State	Published - 24 Nov 2008

Bibliographical note

Funding Information:
This work was supported by a grant from Ministry of Science and Technology of Korea, through NRL and SRC program of MOST/KOSEF at Ewha Womans University ( R0A-2006-000-10269-0 and R11-2005-008-000000) and by the Korea Research Foundation Grant (KRF-2004-005-C00093).

Keywords

Chiral receptor
Chirality conversion
d-Amino acid
Extractive resolution

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10.1016/j.tetlet.2008.09.117

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title = "Chirality conversion and enantioselective extraction of amino acids by imidazolium-based binol-aldehyde",

abstract = "A novel imidazolium-based binol receptor 4 has been synthesized and used as a chirality conversion reagent for general amino acids with higher d-form selectivity compared to other guanidinium-based receptors. Favorable solubility in chloroform enabled 4 as an effective chiral extractant for the resolution of racemic amino acids.",

keywords = "Chiral receptor, Chirality conversion, d-Amino acid, Extractive resolution",

author = "Lijun Tang and Hyerim Ga and Jiyoung Kim and Sujung Choi and Raju Nandhakumar and Kim, {Kwan Mook}",

note = "Funding Information: This work was supported by a grant from Ministry of Science and Technology of Korea, through NRL and SRC program of MOST/KOSEF at Ewha Womans University ( R0A-2006-000-10269-0 and R11-2005-008-000000) and by the Korea Research Foundation Grant (KRF-2004-005-C00093). ",

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T1 - Chirality conversion and enantioselective extraction of amino acids by imidazolium-based binol-aldehyde

AU - Tang, Lijun

AU - Ga, Hyerim

AU - Kim, Jiyoung

AU - Choi, Sujung

AU - Nandhakumar, Raju

AU - Kim, Kwan Mook

N1 - Funding Information: This work was supported by a grant from Ministry of Science and Technology of Korea, through NRL and SRC program of MOST/KOSEF at Ewha Womans University ( R0A-2006-000-10269-0 and R11-2005-008-000000) and by the Korea Research Foundation Grant (KRF-2004-005-C00093).

PY - 2008/11/24

Y1 - 2008/11/24

N2 - A novel imidazolium-based binol receptor 4 has been synthesized and used as a chirality conversion reagent for general amino acids with higher d-form selectivity compared to other guanidinium-based receptors. Favorable solubility in chloroform enabled 4 as an effective chiral extractant for the resolution of racemic amino acids.

AB - A novel imidazolium-based binol receptor 4 has been synthesized and used as a chirality conversion reagent for general amino acids with higher d-form selectivity compared to other guanidinium-based receptors. Favorable solubility in chloroform enabled 4 as an effective chiral extractant for the resolution of racemic amino acids.

KW - Chiral receptor

KW - Chirality conversion

KW - d-Amino acid

KW - Extractive resolution

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DO - 10.1016/j.tetlet.2008.09.117

M3 - Article

AN - SCOPUS:56949108825

SN - 0040-4039

VL - 49

SP - 6914

EP - 6916

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 48

ER -

Chirality conversion and enantioselective extraction of amino acids by imidazolium-based binol-aldehyde

Abstract

Bibliographical note

Keywords

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