A chiral ketone for enantioselective recognition of 1,2-amino alcohols

Raju Nandhakumar; Yong En Guo; Hyunjung Park; Lijun Tang; Wonwoo Nam; Kwan Mook Kim

doi:10.1016/j.tetlet.2007.07.037

A chiral ketone for enantioselective recognition of 1,2-amino alcohols

Raju Nandhakumar, Yong En Guo, Hyunjung Park, Lijun Tang, Wonwoo Nam, Kwan Mook Kim

Department of Chemistry & Nanoscience

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

15 Scopus citations

Abstract

A novel auxillary chiral ketone has been designed, synthesized, and used to enantioselectively recognize 1,2-amino alcohols. This work proves that the keto group can serve as a chiral recognition center by imine formation supported by resonance assisted hydrogen bonding (RAHB).

Original language	English
Pages (from-to)	6582-6585
Number of pages	4
Journal	Tetrahedron Letters
Volume	48
Issue number	37
DOIs	https://doi.org/10.1016/j.tetlet.2007.07.037
State	Published - 10 Sep 2007

Bibliographical note

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

Keywords

1,2-Amino alcohols
Chiral ketone
Enantioselective recognition
Imine bond

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10.1016/j.tetlet.2007.07.037

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title = "A chiral ketone for enantioselective recognition of 1,2-amino alcohols",

abstract = "A novel auxillary chiral ketone has been designed, synthesized, and used to enantioselectively recognize 1,2-amino alcohols. This work proves that the keto group can serve as a chiral recognition center by imine formation supported by resonance assisted hydrogen bonding (RAHB).",

keywords = "1,2-Amino alcohols, Chiral ketone, Enantioselective recognition, Imine bond",

author = "Raju Nandhakumar and Guo, {Yong En} and Hyunjung Park and Lijun Tang and Wonwoo Nam and Kim, {Kwan Mook}",

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

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doi = "10.1016/j.tetlet.2007.07.037",

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journal = "Tetrahedron Letters",

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T1 - A chiral ketone for enantioselective recognition of 1,2-amino alcohols

AU - Nandhakumar, Raju

AU - Guo, Yong En

AU - Park, Hyunjung

AU - Tang, Lijun

AU - Nam, Wonwoo

AU - Kim, Kwan Mook

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

PY - 2007/9/10

Y1 - 2007/9/10

N2 - A novel auxillary chiral ketone has been designed, synthesized, and used to enantioselectively recognize 1,2-amino alcohols. This work proves that the keto group can serve as a chiral recognition center by imine formation supported by resonance assisted hydrogen bonding (RAHB).

AB - A novel auxillary chiral ketone has been designed, synthesized, and used to enantioselectively recognize 1,2-amino alcohols. This work proves that the keto group can serve as a chiral recognition center by imine formation supported by resonance assisted hydrogen bonding (RAHB).

KW - 1,2-Amino alcohols

KW - Chiral ketone

KW - Enantioselective recognition

KW - Imine bond

UR - http://www.scopus.com/inward/record.url?scp=34547797359&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2007.07.037

DO - 10.1016/j.tetlet.2007.07.037

M3 - Article

AN - SCOPUS:34547797359

SN - 0040-4039

VL - 48

SP - 6582

EP - 6585

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 37

ER -

A chiral ketone for enantioselective recognition of 1,2-amino alcohols

Abstract

Bibliographical note

Keywords

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