Fluorinated 5-and 7-membered carbacycle motifs by reaction of difluorocarbene with acetylene ethers

Poh Wai Chia; Davide Bello; Alexandra M. Z. Slawin; David O'Hagan

doi:10.1039/c3cc39066g

Fluorinated 5-and 7-membered carbacycle motifs by reaction of difluorocarbene with acetylene ethers

Poh Wai Chia, Davide Bello, Alexandra M. Z. Slawin, David O'Hagan^*

^*Corresponding author for this work

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

Abstract

The reaction of acetylene ethers with difluorocarbene (CF2), generated from the Ruppert-Prakash reagent, unexpectedly gave rise to co-produced fluorinated bicyclic [2.1.1]-hex-2-ene and cyclohepta-1,4-diene ring products.

Original language	English
Pages (from-to)	2189-2191
Number of pages	3
Journal	Chemical Communications
Volume	49
Issue number	22
Early online date	28 Jan 2013
DOIs	https://doi.org/10.1039/c3cc39066g
Publication status	Published - 2013

Keywords

ORGANIC-COMPOUNDS
TRIFLUOROMETHYLATION
CHEMISTRY
REAGENTS
TRIFLUOROMETHYLTRIMETHYLSILANE
CF2

Access to Document

10.1039/c3cc39066g

CF2 Group: The CF2 group as a conformational tool in the olfactory receptor response
O'Hagan, D. (PI)
EPSRC
20/05/13 → 19/05/16
Project: Standard
Enzymatic fluorination in Streptomyces: Enzymatic Fluorination in Streptomyces cattleya. Setting a framework for biotechnological development
O'Hagan, D. (PI) & Naismith, J. (CoI)
BBSRC
1/01/08 → 31/05/12
Project: Standard

Cite this

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title = "Fluorinated 5-and 7-membered carbacycle motifs by reaction of difluorocarbene with acetylene ethers",

abstract = "The reaction of acetylene ethers with difluorocarbene (CF2), generated from the Ruppert-Prakash reagent, unexpectedly gave rise to co-produced fluorinated bicyclic [2.1.1]-hex-2-ene and cyclohepta-1,4-diene ring products.",

keywords = "ORGANIC-COMPOUNDS, TRIFLUOROMETHYLATION, CHEMISTRY, REAGENTS, TRIFLUOROMETHYLTRIMETHYLSILANE, CF2",

author = "Chia, {Poh Wai} and Davide Bello and Slawin, {Alexandra M. Z.} and David O'Hagan",

note = "The authors acknowledge an Advanced Investigator Grant from the European Research Council (GO802567) and EPSRC (BB/F007426/1) for financial support. ",

year = "2013",

doi = "10.1039/c3cc39066g",

language = "English",

volume = "49",

pages = "2189--2191",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "22",

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TY - JOUR

T1 - Fluorinated 5-and 7-membered carbacycle motifs by reaction of difluorocarbene with acetylene ethers

AU - Chia, Poh Wai

AU - Bello, Davide

AU - Slawin, Alexandra M. Z.

AU - O'Hagan, David

N1 - The authors acknowledge an Advanced Investigator Grant from the European Research Council (GO802567) and EPSRC (BB/F007426/1) for financial support.

PY - 2013

Y1 - 2013

N2 - The reaction of acetylene ethers with difluorocarbene (CF2), generated from the Ruppert-Prakash reagent, unexpectedly gave rise to co-produced fluorinated bicyclic [2.1.1]-hex-2-ene and cyclohepta-1,4-diene ring products.

AB - The reaction of acetylene ethers with difluorocarbene (CF2), generated from the Ruppert-Prakash reagent, unexpectedly gave rise to co-produced fluorinated bicyclic [2.1.1]-hex-2-ene and cyclohepta-1,4-diene ring products.

KW - ORGANIC-COMPOUNDS

KW - TRIFLUOROMETHYLATION

KW - CHEMISTRY

KW - REAGENTS

KW - TRIFLUOROMETHYLTRIMETHYLSILANE

KW - CF2

U2 - 10.1039/c3cc39066g

DO - 10.1039/c3cc39066g

M3 - Article

SN - 1359-7345

VL - 49

SP - 2189

EP - 2191

JO - Chemical Communications

JF - Chemical Communications

IS - 22

ER -

Fluorinated 5-and 7-membered carbacycle motifs by reaction of difluorocarbene with acetylene ethers

Abstract

Keywords

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Projects

CF2 Group: The CF2 group as a conformational tool in the olfactory receptor response

Enzymatic fluorination in Streptomyces: Enzymatic Fluorination in Streptomyces cattleya. Setting a framework for biotechnological development

Cite this