Catalytic activation of C-H and C-C bonds of allylamines via olefin isomerization by transition metal complexes

Chul Ho Jun; Hyuk Lee; Jae Bum Park; Dae Yon Lee

doi:10.1021/ol990357b

Catalytic activation of C-H and C-C bonds of allylamines via olefin isomerization by transition metal complexes

Chul Ho Jun, Hyuk Lee, Jae Bum Park, Dae Yon Lee

Department of Chemistry

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

50 Citations (Scopus)

Abstract

(matrix presented) The metal-catalyzed reaction of olefins with allylamines bearing coordination sites (2-pyridyl groups) was studied. With Ru₃(CO)₁₂ as catalyst, activation of C-H bonds led to the formation of ketimines that were hydrolyzed to give asymmetric ketones. With [(C₈H₁₄)₂RhCl]₂, both C-H and C-C bonds were activated and symmetric ketones were formed on hydrolysis. The reaction involves double bond migration of the allylamine to form an aldimine.

Original language	English
Pages (from-to)	2161-2164
Number of pages	4
Journal	Organic Letters
Volume	1
Issue number	13
DOIs	https://doi.org/10.1021/ol990357b
Publication status	Published - 1999 Dec 30

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol990357b

Cite this

@article{622fe443c9664c8abc465d8b2062e3bc,

title = "Catalytic activation of C-H and C-C bonds of allylamines via olefin isomerization by transition metal complexes",

abstract = "(matrix presented) The metal-catalyzed reaction of olefins with allylamines bearing coordination sites (2-pyridyl groups) was studied. With Ru3(CO)12 as catalyst, activation of C-H bonds led to the formation of ketimines that were hydrolyzed to give asymmetric ketones. With [(C8H14)2RhCl]2, both C-H and C-C bonds were activated and symmetric ketones were formed on hydrolysis. The reaction involves double bond migration of the allylamine to form an aldimine.",

author = "Jun, {Chul Ho} and Hyuk Lee and Park, {Jae Bum} and Lee, {Dae Yon}",

year = "1999",

month = dec,

day = "30",

doi = "10.1021/ol990357b",

language = "English",

volume = "1",

pages = "2161--2164",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "13",

}

TY - JOUR

T1 - Catalytic activation of C-H and C-C bonds of allylamines via olefin isomerization by transition metal complexes

AU - Jun, Chul Ho

AU - Lee, Hyuk

AU - Park, Jae Bum

AU - Lee, Dae Yon

PY - 1999/12/30

Y1 - 1999/12/30

N2 - (matrix presented) The metal-catalyzed reaction of olefins with allylamines bearing coordination sites (2-pyridyl groups) was studied. With Ru3(CO)12 as catalyst, activation of C-H bonds led to the formation of ketimines that were hydrolyzed to give asymmetric ketones. With [(C8H14)2RhCl]2, both C-H and C-C bonds were activated and symmetric ketones were formed on hydrolysis. The reaction involves double bond migration of the allylamine to form an aldimine.

AB - (matrix presented) The metal-catalyzed reaction of olefins with allylamines bearing coordination sites (2-pyridyl groups) was studied. With Ru3(CO)12 as catalyst, activation of C-H bonds led to the formation of ketimines that were hydrolyzed to give asymmetric ketones. With [(C8H14)2RhCl]2, both C-H and C-C bonds were activated and symmetric ketones were formed on hydrolysis. The reaction involves double bond migration of the allylamine to form an aldimine.

UR - http://www.scopus.com/inward/record.url?scp=0000831355&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0000831355&partnerID=8YFLogxK

U2 - 10.1021/ol990357b

DO - 10.1021/ol990357b

M3 - Article

AN - SCOPUS:0000831355

SN - 1523-7060

VL - 1

SP - 2161

EP - 2164

JO - Organic Letters

JF - Organic Letters

IS - 13

ER -

Catalytic activation of C-H and C-C bonds of allylamines via olefin isomerization by transition metal complexes

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this