Chelation-assisted β-alkylation of α,β-unsaturated ketone using Rh(I) catalyst and dialkyl amine

Chul Ho Jun, Choong Woon Moon, Young Min Kim, Hyuk Lee, Jun Hee Lee

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

A new Rh(I)-catalyzed β-alkylation of 4-phenyl-3-buten-2-one (1) was developed by utilizing diethylamine (5a) as a chelation-assistant tool. The key feature of this reaction is the vinyl C-H activation driven by amine-assisted cyclometalation to give the β,γ-unsaturated ketones 7 as a major product.

Original languageEnglish
Pages (from-to)4233-4236
Number of pages4
JournalTetrahedron Letters
Volume43
Issue number23
DOIs
Publication statusPublished - 2002 Jun 3

Fingerprint

Alkylation
Chelation
Ketones
Amines
Chemical activation
Catalysts
benzylideneacetone
diethylamine

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Jun, Chul Ho ; Moon, Choong Woon ; Kim, Young Min ; Lee, Hyuk ; Lee, Jun Hee. / Chelation-assisted β-alkylation of α,β-unsaturated ketone using Rh(I) catalyst and dialkyl amine. In: Tetrahedron Letters. 2002 ; Vol. 43, No. 23. pp. 4233-4236.
@article{d8eaf52938b945188ee362ca489567a5,
title = "Chelation-assisted β-alkylation of α,β-unsaturated ketone using Rh(I) catalyst and dialkyl amine",
abstract = "A new Rh(I)-catalyzed β-alkylation of 4-phenyl-3-buten-2-one (1) was developed by utilizing diethylamine (5a) as a chelation-assistant tool. The key feature of this reaction is the vinyl C-H activation driven by amine-assisted cyclometalation to give the β,γ-unsaturated ketones 7 as a major product.",
author = "Jun, {Chul Ho} and Moon, {Choong Woon} and Kim, {Young Min} and Hyuk Lee and Lee, {Jun Hee}",
year = "2002",
month = "6",
day = "3",
doi = "10.1016/S0040-4039(02)00769-4",
language = "English",
volume = "43",
pages = "4233--4236",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "23",

}

Chelation-assisted β-alkylation of α,β-unsaturated ketone using Rh(I) catalyst and dialkyl amine. / Jun, Chul Ho; Moon, Choong Woon; Kim, Young Min; Lee, Hyuk; Lee, Jun Hee.

In: Tetrahedron Letters, Vol. 43, No. 23, 03.06.2002, p. 4233-4236.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Chelation-assisted β-alkylation of α,β-unsaturated ketone using Rh(I) catalyst and dialkyl amine

AU - Jun, Chul Ho

AU - Moon, Choong Woon

AU - Kim, Young Min

AU - Lee, Hyuk

AU - Lee, Jun Hee

PY - 2002/6/3

Y1 - 2002/6/3

N2 - A new Rh(I)-catalyzed β-alkylation of 4-phenyl-3-buten-2-one (1) was developed by utilizing diethylamine (5a) as a chelation-assistant tool. The key feature of this reaction is the vinyl C-H activation driven by amine-assisted cyclometalation to give the β,γ-unsaturated ketones 7 as a major product.

AB - A new Rh(I)-catalyzed β-alkylation of 4-phenyl-3-buten-2-one (1) was developed by utilizing diethylamine (5a) as a chelation-assistant tool. The key feature of this reaction is the vinyl C-H activation driven by amine-assisted cyclometalation to give the β,γ-unsaturated ketones 7 as a major product.

UR - http://www.scopus.com/inward/record.url?scp=0037013934&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037013934&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(02)00769-4

DO - 10.1016/S0040-4039(02)00769-4

M3 - Article

AN - SCOPUS:0037013934

VL - 43

SP - 4233

EP - 4236

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 23

ER -