Internal chelation-guided regio- and stereoselective Pauson-Khand-type reaction by chiral Rhodium(I) catalysis

Dong Eun Kim; Sang Hee Park; Yun Hee Choi; Sueg Geun Lee; Dohyun Moon; Jungju Seo; Nakcheol Jeong

doi:10.1002/asia.201100271

Internal chelation-guided regio- and stereoselective Pauson-Khand-type reaction by chiral Rhodium(I) catalysis

Dong Eun Kim, Sang Hee Park, Yun Hee Choi, Sueg Geun Lee, Dohyun Moon, Jungju Seo, Nakcheol Jeong

Department of Chemistry

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

10 Citations (Scopus)

Abstract

Touch, Pauson, engage: To explain the unique superior reactivity and stereoselectivity of O-tethered enynes in asymmetric Pauson-Khand type reaction (APKR) than their congeners, the internal-chelation to metal of oxygen atom of the substrate in the transition state was proposed. This proposition was well supported by APKR with several different substrates.

Original language	English
Pages (from-to)	2009-2014
Number of pages	6
Journal	Chemistry - An Asian Journal
Volume	6
Issue number	8
DOIs	https://doi.org/10.1002/asia.201100271
Publication status	Published - 2011 Aug 1

Keywords

Pauson-Khand reaction
chelation effects
enantioselectivity
kinetic resolution
rhodium

ASJC Scopus subject areas

Biochemistry
Organic Chemistry

Access to Document

10.1002/asia.201100271

Cite this

@article{88e893e759cb44be8c9dda4ce6c2261f,

title = "Internal chelation-guided regio- and stereoselective Pauson-Khand-type reaction by chiral Rhodium(I) catalysis",

abstract = "Touch, Pauson, engage: To explain the unique superior reactivity and stereoselectivity of O-tethered enynes in asymmetric Pauson-Khand type reaction (APKR) than their congeners, the internal-chelation to metal of oxygen atom of the substrate in the transition state was proposed. This proposition was well supported by APKR with several different substrates.",

keywords = "Pauson-Khand reaction, chelation effects, enantioselectivity, kinetic resolution, rhodium",

author = "Kim, {Dong Eun} and Park, {Sang Hee} and Choi, {Yun Hee} and Lee, {Sueg Geun} and Dohyun Moon and Jungju Seo and Nakcheol Jeong",

year = "2011",

month = aug,

day = "1",

doi = "10.1002/asia.201100271",

language = "English",

volume = "6",

pages = "2009--2014",

journal = "Chemistry - An Asian Journal",

issn = "1861-4728",

publisher = "John Wiley and Sons Ltd",

number = "8",

}

TY - JOUR

T1 - Internal chelation-guided regio- and stereoselective Pauson-Khand-type reaction by chiral Rhodium(I) catalysis

AU - Kim, Dong Eun

AU - Park, Sang Hee

AU - Choi, Yun Hee

AU - Lee, Sueg Geun

AU - Moon, Dohyun

AU - Seo, Jungju

AU - Jeong, Nakcheol

PY - 2011/8/1

Y1 - 2011/8/1

N2 - Touch, Pauson, engage: To explain the unique superior reactivity and stereoselectivity of O-tethered enynes in asymmetric Pauson-Khand type reaction (APKR) than their congeners, the internal-chelation to metal of oxygen atom of the substrate in the transition state was proposed. This proposition was well supported by APKR with several different substrates.

AB - Touch, Pauson, engage: To explain the unique superior reactivity and stereoselectivity of O-tethered enynes in asymmetric Pauson-Khand type reaction (APKR) than their congeners, the internal-chelation to metal of oxygen atom of the substrate in the transition state was proposed. This proposition was well supported by APKR with several different substrates.

KW - Pauson-Khand reaction

KW - chelation effects

KW - enantioselectivity

KW - kinetic resolution

KW - rhodium

UR - http://www.scopus.com/inward/record.url?scp=79961052377&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=79961052377&partnerID=8YFLogxK

U2 - 10.1002/asia.201100271

DO - 10.1002/asia.201100271

M3 - Article

C2 - 21678560

AN - SCOPUS:79961052377

SN - 1861-4728

VL - 6

SP - 2009

EP - 2014

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 8

ER -

Internal chelation-guided regio- and stereoselective Pauson-Khand-type reaction by chiral Rhodium(I) catalysis

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this