Au-I-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene

N Marion; P de Fremont; G Lemiere; ED Stevens; L Fensterbank; M Malacria; Steven Patrick Nolan

doi:10.1039/b602839j

Au-I-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene

N Marion, P de Fremont, G Lemiere, ED Stevens, L Fensterbank, M Malacria, Steven Patrick Nolan

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

142 Citations (Scopus)

Abstract

The use of N-heterocyclic carbene (NHC) as a ligand in the gold(I)-catalyzed cycloisomerization of enyne results in the assembly of a new carbocyclic product.

Original language	English
Pages (from-to)	2048-2050
Number of pages	3
Journal	Chemical Communications
Issue number	19
DOIs	https://doi.org/10.1039/b602839j
Publication status	Published - 2006

Keywords

N-HETEROCYCLIC CARBENES
PTCL2-MEDIATED CYCLOISOMERIZATION
GOLD(I) COMPLEXES
SKELETAL REORGANIZATION
SELECTIVE SYNTHESIS
ENYNES
CYCLIZATION
EFFICIENT
CYCLOADDITIONS
REARRANGEMENT

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10.1039/b602839j

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title = "Au-I-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene",

abstract = "The use of N-heterocyclic carbene (NHC) as a ligand in the gold(I)-catalyzed cycloisomerization of enyne results in the assembly of a new carbocyclic product.",

keywords = "N-HETEROCYCLIC CARBENES, PTCL2-MEDIATED CYCLOISOMERIZATION, GOLD(I) COMPLEXES, SKELETAL REORGANIZATION, SELECTIVE SYNTHESIS, ENYNES, CYCLIZATION, EFFICIENT, CYCLOADDITIONS, REARRANGEMENT",

author = "N Marion and {de Fremont}, P and G Lemiere and ED Stevens and L Fensterbank and M Malacria and Nolan, {Steven Patrick}",

year = "2006",

doi = "10.1039/b602839j",

language = "English",

pages = "2048--2050",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "19",

}

TY - JOUR

T1 - Au-I-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene

AU - Marion, N

AU - de Fremont, P

AU - Lemiere, G

AU - Stevens, ED

AU - Fensterbank, L

AU - Malacria, M

AU - Nolan, Steven Patrick

PY - 2006

Y1 - 2006

N2 - The use of N-heterocyclic carbene (NHC) as a ligand in the gold(I)-catalyzed cycloisomerization of enyne results in the assembly of a new carbocyclic product.

AB - The use of N-heterocyclic carbene (NHC) as a ligand in the gold(I)-catalyzed cycloisomerization of enyne results in the assembly of a new carbocyclic product.

KW - N-HETEROCYCLIC CARBENES

KW - PTCL2-MEDIATED CYCLOISOMERIZATION

KW - GOLD(I) COMPLEXES

KW - SKELETAL REORGANIZATION

KW - SELECTIVE SYNTHESIS

KW - ENYNES

KW - CYCLIZATION

KW - EFFICIENT

KW - CYCLOADDITIONS

KW - REARRANGEMENT

UR - http://www.scopus.com/inward/record.url?scp=33646583815&partnerID=8YFLogxK

U2 - 10.1039/b602839j

DO - 10.1039/b602839j

M3 - Article

SN - 1359-7345

SP - 2048

EP - 2050

JO - Chemical Communications

JF - Chemical Communications

IS - 19

ER -

Au-I-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene

Abstract

Keywords

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